MXPA00009359A

MXPA00009359A - Aryl phenyl substituted cyclic ketoenols

Info

Publication number: MXPA00009359A
Application number: MXPA/A/2000/009359A
Authority: MX
Inventors: Reiner Fischer; Thomas Bretschneider; Christoph Erdelen; Dollinger Markus; Allen Myers Randy; Ingo Wetcholowsky; Andersch Wolfram; Folker Lieb; Alan Graff; Udo Schneider
Original assignee: Bayer Ag
Priority date: 1998-03-26
Filing date: 2000-09-25
Publication date: 2001-07-31

Abstract

The invention relates to new aryl phenyl substituted ketoenols of formula (I), where X is halogen, alkyl, alkoxy, alkenyloxy, alkylthio, alkyl sulfinyl, alkyl sulfonyl, halogen alkyl, halogen alkoxy, halogen alkenyloxy, nitro, cyano or possibly substituted phenyl, phenoxy, phenylthio, phenyl alkoxy or phenyl alkylthio;Z is possibly substituted cycloalkyl, aryl or hetaryl;W and Z independently of each other are hydrogen, halogen, alkyl, alkoxy, alkenyloxy, halogen alkyl, halogen alkoxy, halogen alkenyloxy, nitro or cyano;and CKE is one of groups (1), (2), (3), (4), (5), (6), (7) or (8), where A, B, D, G and Q1 to Q6 have the meanings assigned in the description. The invention also relates to several methods for producing said ketoenols and to their use as pest control agents and herbicides.

Description

CYCLICAL CETOEQES SUBSTTEUID WITH ARÜ-PHENYL FIELD OF THE INVENTION The present invention relates to novel arylphenylsubstituted cyclic ketoenols, various processes for their preparation and their use as pesticides and herbicides.

BACKGROUND OF THE INVENTION Pharmaceutical properties of the 3-acyl-pyrrolidin-2,4-diones have been previously described (S. Suzuki et al., Chem. Pharm. Bull, 3 ^ 1120 (1967)). In addition, N-phenylpyrrolidin-2,4-diones have been synthesized by R. Schmierer and H. Mildenberger (Liebigs Ann. Chem. 1985 ,. 1095). A biological activity of these compounds has been described. EP-A-0 262 399 and GB-A-2 266 888 disclose structurally similar compounds (3-aryl-pyrrolidin-2,4-diones), however, no herbicidal, insecticidal effect has been disclosed. or acaricide thereof. Bicyclic 3-aryl-pyrrolidin-2,4-dione derivatives, unsubstituted, with herbicidal, insecticidal or acaricidal effect (EP-A-355 599 and EP-415 211) are known as well as REF .. 123360 derivatives of substituted monocyclic 3-aryl-pyrrolidin-2,4-dione (EP-A-377 893 and EP-442 077). Polycyclic 3-arylpyrrolidin-2,4-dione derivatives (EP-442 073) as well as lH-arylpyrrolidinedione derivatives (EP-456 063, EP-521 334, EP-596 298, EP-613 884) are also known. , EP-613 885, WO 94/01 997, WO 95/26 954, WO 95/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO 97/02 243 and WO 97/36 868, DE-19 716 591). It is known that certain substituted 3-dihydrofuran-2-one derivatives have herbicidal properties (see DE-A-4 014 420). It has also been described in DE-A-4 014 420 the synthesis of the tetronic acid derivatives used as starting compounds (such as for example 3- (2-mephyl-phenyl) -4-hydroxy-5- (4- fluorophenyl) -? 3-dihydrothi-ranone- (2)). Structurally similar compounds without indication of an insecticidal and / or acaricidal activity are known from the publication of Campbell et al., J. Chem. Soc., Perkin Trans. 1, 1985, (8) 1567-76. Furthermore, derivatives of 3-aryl-3-dihydrofuranone with herbicidal, acaricidal and insecticidal properties are known from EP-A-528 156, EP-A-0 647 637, WO 95/26 3455 WO 96/20 196, WO 96 / 25 395, WO 96/35 664, WO 97/01 535, WO 97/02 243 and WO 97/36 868, DE 19 716 591. Also known are 3-aryl-3-dihydrothiophenone derivatives (WO 95 / 26 345, 96/25 395, WO 97/01 535, WO 97/02 243, WO 97/36 868, DE 19 716 591). Furthermore, certain 3H-pyrazol-3-one derivatives, such as for example 1,2-diethyl-1,2-dihydro-5-hydroxy-4-phenyl-3H-pyrazol-3-one or the like, are known from the literature. disodium salt of. { [5-oxo-1, 2-diphenyl-4- (p-sulfophenyl) -3-pyrazolin-3-yl] -oxi} or p- (3-hydroxy-5-oxo-l, 2-diphenyl-3-pyrazolin-4-yl) -benzenesulfonic acid (see J. Heterocycl. Chem., 25 (5), 1301-1305, 1988 or J Heterocycl, Chem., 25 (5), 1307-1310, 1988 or Zh. Obshch. Khim., 34 (7), 2397-2402, 1964). However, a biological effect of these compounds has not been described. It has further been described that the trisodium salt of the acid 4, ', 4"- (5-hydroxy-3-oxo-lH-pyrazole-1,2,4 (3H) -triyl) -tris-benzenesulfonic acid has pharmacological properties. (see Farmakol., Toksikol. (Moscow), 38 (2), 180-186, 1976. However, its use for the protection of plants is not known, they have also been described in EP-508 126 and WO 92/16 510, WO 96/21 652, 4-arylpyrazolidin-3,5-dione derivatives with herbicidal, acaricidal and insecticidal properties 4-arylpyrazolidine were also known, for which fungicidal properties have been described (WO 96/36 229, WO 96/36 615, WO 96/36 616, WO 96/36 633) Certain phenyl-pyrone derivatives unsubstituted in the phenyl ring have already been disclosed (see AM Chirazi, T. Kappe and E. Ziegler, Arch. Pharm. 309, 558 (1976) and K.-H.Boltze and K. Heidenbluth, Chem. Berm., 9: 1, 2849), and no possible application as pesticidal agents for these compounds has been reported. EP-A-588 13 7, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO 97/02 2.43, WO 97/16 436, WO 97/19 941 and WO 97/36 868, DE-19 716 591 substituted phenylpyrone derivatives in the ring of phenyl with herbicidal, acaricidal and insecticidal properties. Certain 5-phenyl-1,3-triazine derivatives unsubstituted in the phenyl ring have already been disclosed (see E. Ziegler and E. Steiner, Monatsh 9J5 147 (1964), R. Ketcham, T. Kappe and E. Ziegler, J. Heterocycl, Chem. 1, 23 (1973)), not having indicated a possible application of these compounds as pesticidal agents. They have been described in WO 94/14 785, WO 96/02 539, WO 96/35 664, WO 97/01 535, WO 97/02 243, WO 97/02 243, WO 97/36 868 derived from -phenyl-1, 3-thiazines substituted on the phenyl ring with herbicidal, acaricidal and insecticidal effect. It is known that certain substituted 2-arylcyclopentanediones have herbicidal and acaricidal properties (see, for example, US Pat. No. 4,283,348).; 4 338 122; 4,466,666; 4 526 723; 4 551 547; 4,632,698; WO 96/01 798; WO 96/03 366 as well as WO 97/14 667). In addition, similar substituted compounds are known; 3-hydroxy-5,5-dimethyl-2-phenylcyclopent-2-en-1-one by the publication Micklefield et al., Tetrahedron, (1992), 7519-26 as well as the natural product Involutin (-) - cis -5- (3,4-dihydroxy phenyl) -3,4-dihydroxy-2- (4-hydroxyphenyl) -cyclopent-2-en-one by the publication of Edwards et al., J. Chem. Soc. S, (1967), 405-9. An acaricidal or insecticidal effect has not been described. In addition, 2- (2, 4, 6-trimethylphenyl) -1,3-indandione is known from the publication of J. Economic Entomology, 66, (1973), 584 and from the published German patent application, not examined DE- 2 361 084, with indication of herbicidal and acaricidal effects.

It is known that certain substituted 2-arylcyclohexanediones have herbicidal and acaricidal properties (US-4 175 135, 4 209 432, 4 256 657.4 256 658, 4 256 659, 4 257 858, 4 283 348, 4 303 669, 4 351 666, 4 409 153, 4 436 666, 4 526 723, 4 613 617, 4 659 372, DE-2 813 341, as well as Wheeler, TN, J. Org. Chem. 4906 (1979)). The activity and spectrum of activity of these compounds, however, are not always completely satisfactory, especially with application rates and low concentrations. Furthermore, the compatibility with plants of these compounds is not always sufficient.

DETAILED DESCRIPTION OF THE INVENTION Compounds of the formula (I) have now been found wherein X means halogen, alkyl, alkoxy, alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, haloalkoxy, haloalkenyloxy, nitro, cyano or means phenyl, phenoxy, phenylthio, phenylalkoxy or phenylalkyl thio substituted, respectively, Z means cycloalkyl, aryl or hetaryl substituted respectively where appropriate, W and Y signify, independently of each other, hydrogen, halogen, alkyl, alkoxy, alkenyloxy, haloalkyl, haloalkoxy, haloalkenyloxy, nitro or cyano, CKE means one of the groups where A is hydrogen, alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, which may be substituted, if appropriate, by halogen, means saturated or unsaturated cycloalkyl, optionally substituted, in which at least one ring atom is replaced by an heteroatom or represents aryl, arylalkyl or hetaryl respectively substituted, if appropriate, by halogen, by alkyl, by haloalkyl, by alkoxy, by haloalkoxy, by cyano or by nitro, B means hydrogen, alkyl or alkoxyalkyl, or A and B together with the atom of carbon, to which they are linked, means a saturated or unsaturated cycle, and optionally contains at least one unsubstituted or substituted heteroatom, D means hydrogen or means a radical optionally substituted by the group consisting of alkyl, alkenyl, alkynyl , alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, saturated or unsaturated cycloalkyl, in which they are replaced in or one or more ring members by heteroatoms, arylalkyl, aryl, hetarylalkyl or hetaryl or A and D together with the atoms to which they are attached mean a saturated or unsaturated ring and optionally containing at least one heteroatom, in the case of CKE = (4) other), unsubstituted or substituted in part A, D or A and Q1 together mean alkanediyl or alkenodiyl substituted, where appropriate, by alkyl, hydroxy, alkoxy, alkylthio, cycloalkyl, benzyloxy or aryl, substituted respectively, or Q1 means hydrogen or alkyl, Q21 Q4, Q5 and Q6, independently of one another, means hydrogen or alkyl, Q3 means hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, optionally substituted cycloalkyl (where a group is optionally substituted) methylene by oxygen or by sulfur) or optionally substituted phenyl, or Q3 and Q4 together with the carbon atom, to which they are linked, mean a saturated cyc or unsaturated, which optionally contains a heteroatom, unsubstituted or substituted, G means hydrogen (a) or means one of the group s where E means a metal ion or an ammonium ion, L signifies oxygen or sulfur, M signifies oxygen or sulfur, R 1 signifies alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl substituted, where appropriate, by halogen or means cycloalkyl optionally substituted by halogen , by alkyl or by alkoxy, which may be interrupted by at least one heteroatom, means phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl respectively substituted, where R <2> is alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl substituted, if appropriate, by halogen or means cycloalkyl, phenyl or benzyl substituted, if appropriate, R3, R4 and R5, independently of each other, mean alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio substituted, if appropriate, by halogen and mean phenyl, benzyl, phenoxy or phenylthio each substituted respectively, and R6 and R7, independently of each other, mean hydrogen, alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl substituted, if appropriate, by halogen, stand for substituted phenyl, optionally substituted benzyl, or together with the atonic of N, with which they are linked, they mean a ring interrupted, if necessary, by oxygen or by sulfur. The compounds of the formula (I) can also be present, depending on the type of the substituents, in the form of geometrical and / or optical isomers or mixtures of isomers, in a variable composition, which can be separated, if appropriate, in a customary manner. . Both the pure isomers and the mixtures of isomers, their preparation and their use, as well as the agents containing them, constitute an object of the present invention. The following will be discussed, in order to simplify, however always the compounds of the formula (I), even when both the pure compounds and, where appropriate, the mixtures with variable proportions of the isomeric compounds are to be designated. Taking into account the meanings (1) to (8) of the CKE group, the following fundamental structures (1-1) are produced up to (I-) where A, B, D, G, Q1, Q2, Q3, Q \ Q5, Q6, W, X, Y and Z have the meanings indicated above.

Having . in consideration of the various meanings (a), (b), (c), (d), (e), (f) and (g) of the G groups the following fundamental structures (Ila) up to (Ilg) are produced, when CKE means group (1), (I-l-c): (I-l-d): (I-l-g): where A, B, D, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. Taking into account the various meanings (a), (b), (c), (d), '(e), (f) and (g) of group G, the following fundamental structures are produced (I-2-a) to (I-2-g), when CKE means group (2), (1-2-c): (1-2-d): (1-2-e): (1-2-f): (1-2-g); where A, B, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. Taking into account the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the following fundamental structures (I-3-a) are produced up to (I-3-g), when CKE means group (3), (I-3-a): (I-3-b): where A, B, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. Taking into consideration the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the following fundamental structures (I-4-a) are produced up to (I-4-g), when CKE means group (4), (I-4-a): (I-4-b): (I-4-c): (I-4-d): where A, D, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. The compounds of the formula (1-5) can be presented as a function of the position of the substituent G in the two isomeric forms of the formula (I-5-A) and (I-5-B), which is indicated by the broken line in the formula (1-5). The compounds of the formulas (I-5-A) and (I-5-B) can be presented both as mixtures as well as in the form of their spurious isomers. Mixtures of the compounds of the formula (I-5-A) and (I-5-B) can be separated, if appropriate, in a manner known per se, by physical methods, for example by chromatographic methods. In order to simplify, not only one of the possible isomers will be indicated below. This does not exclude that the compounds can, if appropriate, be in the form of the isomeric mixtures or in the other corresponding isomeric form. Taking into account the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the following fundamental structures (I-5-a) are produced up to (I-5-g), when CKE means group (5), (I-5-): where A, D, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. Taking into consideration the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the following fundamental structures (I-6-a) are produced up to (I-6-g), when CKE means group (6), (I-6-c): (I-6-d): (I-6-g): where A, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. The compounds of the formula (1-7) can be present, depending on the position of the substituent G, in the two isomeric forms of the formula (I-7-A) and (I-7-B) which has been indicated by the dashed line in formula (I). The compounds of the formulas (I-7-A) and (I-7-B) can be presented both as mixtures as well as in the form of their pure isomers. The mixtures of the compounds of the formulas (I-7-A) and (I-7-B) can be separated, if appropriate, by physical methods, for example by chromatographic methods. For the purpose of simplification, only one of the possible isomers will be indicated below. This does not exclude that the compounds can, if appropriate, be present in the form of the isomeric mixtures or in the other corresponding isomeric form. Taking into account the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the following fundamental structures (I-7-a) are produced up to (I-7-g): (I-7-c): (I-7-d): s-7-g): where A, B, Q1, Q2, E, L, M, W, X, Y, Z, R1, R2, R3, R4, R5, R6 and R7 have the meanings indicated above. The compounds of the formula (1-8) can be present, depending on the position of the substituent G in the two isomeric forms of the formula (I-8-A) or (I-8-B) which has been indicated by means of the dashed line in the formula (I-8): The compounds of the formulas (I-8-A) or (I-8-B) can be present both as mixtures as well as in the form of their pure isomers. The mixtures of the components of the formulas (I-8-A) and (I-8-B) can be separated, if appropriate, by physical methods, for example by means of chromatographic methods.

In order to simplify, only one of the possible isomers will be indicated below. This does not exclude that the corresponding compound can be present, if appropriate, as a mixture of isomers or in the other corresponding isomeric form. Taking into account the various meanings (a), (b), (c), (d), (e), (f) and (g) of group G, the following fundamental structures (I-8-a) are produced up to (I-8-g): (I-8-a): (I-8-b): (I-8-c): (I-8-d): (I-8-e): (I-8-f): where A, B, E, L, M, Q Q QS, Qb, W, X, Y, Z, R1, R R \ R4, R5, R6 and R7 have the meanings indicated above. It has also been found that the novel compounds of the formula (I) are obtained according to one of the processes described below: (A) 3-phenylpyrrolidin-2,4-diones substituted or their enols of the formula (I-1-a) are obtained (I-1-a) in which A, B, D, W, X, Y and Z have the meanings indicated above, if they are condensed intramolecularly ^ N-acylamino acid esters of the formula (II) wherein A, B, D, W, X, Y and Z have the meanings indicated above AND R8 means alkyl (preferably alkyl having 1 to 6 carbon atoms), in the presence of a diluent and in the presence of a base. (B) It has also been found that 3-phenyl-4-hydroxy-? Derivatives are obtained? 3-dihydrofuranone substituted of the formula (I-2-a) wherein A, B, W, X, Y and Z have the meanings indicated above, if carboxylic acid esters of the formula (III) are condensed intramolecularly wherein A, B, W, X, Y, Z and R8 have the meanings indicated above, in the presence of a diluent and in the presence of a base.

(C) It has also been found that 3-phenyl-4-hydroxy-? Derivatives are obtained? 3-dihydrothiophenone substituted of the formula (I-3-a) wherein A, B, W, X, Y and Z have the meanings indicated above, if ß-ketocarboxylic acid esters of the formula (IV) are intramolecularly cyclized wherein A, B, W, X, Y, Z and R8 have the meanings given above and W1 means hydrogen, halogen, alkyl (preferably alkyl having 1 to 6 carbon atoms) or alkoxy (preferably alkoxy with 1 to 8 atoms) carbon), if necessary in the presence of a diluent and in the presence of an acid. (D) In addition, substituted 3-hydroxy-4-phenyl-5-oxo-pyrazolines of the formula (I-4-a) are obtained wherein A, D, W, X, Y and Z have the meanings indicated above, if (a) halogencarbonylketenes of the formula (V) are reacted wherein W, X, Y and Z have the meanings given above and Hal means halogen (especially chlorine or bromine), or (ß) malonic acid derivatives of the formula (VI) are reacted wherein R8, W, X, Y and Z have the meanings given above, with hydrazines of the formula (VII) A-NH-NH-D (VII) wherein A and D have the meanings indicated above, if necessary in the presence of a diluent and, if appropriate, in the presence of a base. (E) It has also been found that the new substituted 3-phenylpyrone derivatives of the formula (I-5-a) are obtained wherein A, D, W, X, Y and Z have the meanings indicated above, if carbonyl compounds of the formula (VIII) O are reacted D-c-CH2-A (vip) wherein A and D have the meanings indicated above, or their silylene ethers of the formula (Vi l la) CHA D-C-OSi (R8) 3 Vipa) wherein A, D and R8 have the meanings indicated above, with cetenyl halides of the formula (V) wherein W, X, Y and Z have the meanings given above and Hal means halogen (preferably chlorine or bromine), if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid acceptor. has found, (F) that the new substituted phenyl-1,3-thiazine derivatives of the formula (I-6-a) are obtained wherein A, W, X, Y and Z have the meanings indicated above, if thioamides of the formula (IX) are reacted EbN-C-A (IX) wherein A has the meaning indicated above, with cetenyl halides of the formula (V) wherein Hal, W, X, Y and Z have the abovementioned meanings, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid acceptor. It has further been found, (G) that the compounds of the formula (I-7-a) are obtained wherein A, B. Q1, Q2, W, X, Y and Z have the meanings indicated above, if esters of ketocarboxylic acids of the formula (X) are intromolecularly cyclised wherein A, B, Q1, Q2, W, X, Y and Z have the meanings indicated above and R8 means alkyl (especially alkyl having 1 to 8 carbon atoms), if appropriate in the presence of a diluent and in the presence from a base. It has also been found, (H) that the compounds of the formula (I-8-a) are obtained (I-8-a) in which A, B, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above, If the esters of 6-aryl-5-keto acids are condensed intramolecularly -hexanoics of the formula (XI) wherein A, B, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above and R8 means alkyl (preferably alkyl with 1 to 6 carbon atoms), in the presence of a diluent and in the presence of a base; (I) that the compounds of the formulas indicated above (Ila) are obtained up to (I-8-a), in which A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above, if compounds of the formulas (I-1a) are reacted to (I-8'-a), wherein A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, W, X and Z have the meanings stated above and Z 'means chlorine, bromine or iodine, preferably means bromine, with boronic acids of the formula (XII) wherein Z has the meaning indicated above, in the presence of a solvent, a base and a catalyst, coming into consideration as especially palladium complex catalysts. It has further been found (J) that the compounds of the above recited formulas (Ilb) are obtained up to (I-8-b) wherein A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, R1 , W, X, Y and Z have the meanings indicated above, if they are reacted from the formulas indicated above (Ila) to (I-8-a), in which A, B, D, Q1, Q2, Q3, Q \ Q5, O6, W, X, Y and Z have the meanings indicated above, respectively (a) with acyl halides of the formula (XIII) wherein R1 has the meaning indicated above and Hal means halogen (especially chlorine or bromine) O (ß) with anhydrides of carboxylic acids of the formula (XIV) RÍ CO-O-CO-R1 (XIV) wherein R1 has the meaning indicated above, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-accepting agent; (K) that the compounds of the formulas indicated above (Ilc) are obtained up to (I-8-c) wherein A, B, D, Q1, Q2, Q3, Q, Q5, Q6, R2, M, W , X, Y and Z have the meanings indicated above and L means oxygen, if compounds of the formulas indicated above (Ila) are reacted to (I-8-a), in which A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above, respectively with esters of chloroformic acid or with thioesters of chloroformic acid of the formula (XV) R - -CO-C1 (XV) wherein R2 and M have the meanings indicated above, if appropriate in the presence of a diluent - and, if appropriate, in the presence of an acid-accepting agent; (L) that the compounds of the formulas indicated above (Ilc) are obtained up to (I-8-c) wherein A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, R2, M, W , X, Y and Z have the meanings indicated above and L means sulfur, if compounds of the formulas indicated above (Ila) are reacted to (I-8-a), in which A, B, D, Q1, Q2 , Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above, respectively with esters of chloromonothioformic acid or with esters of chlorodithioformic acid of the formula (XVI) Cl ^. ^ M-R2 p (XVI) wherein M and R2 have the meanings indicated above, optionally in the presence of an ester and, if appropriate, in the presence of an acid-accepting agent Y (M), resulting in the compounds of the formulas indicated above ( Ild) to (I-8-d) in which A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, R3, W, X, Y and Z have the meanings indicated above, if they are reacted compounds of the formulas indicated above (Ila) to (I-8-a), wherein A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings previously indicated, respectively, with sulfonyl chlorides of the formula (XVII) R -SO2-CI (XVII) wherein R 3 has the meaning indicated above, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-accepting agent; (N) that the compounds of the formulas indicated above (Ile) are obtained up to (I-8-e) wherein A, B, D, L, Q1, Q2, Q3, Q4, Q5, Q6, R4, R5 , W, X, Y and Z have the meanings indicated above, if compounds of the formulas indicated above (Ila) are reacted to (I-8-a), in which A, B, D, Q1, Q2, Q3 , Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above, respectively with phosphorus compounds of the formula (XVIII) R 4 Hal- • P (XVIII) L Rs in which L, R 4 and R 5 have the meanings given above, and Hal means halogen (especially chlorine or bromine), if appropriate in the presence of a diluent and, if appropriate , in the presence of an acid-accepting agent, (O) that the compounds of the formulas indicated above (Ilf) are obtained up to (I-8-f) in which A, B, D, E, Q1, Q2, Q3 , Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above, if compounds of the formulas indicated above (Ila) are reacted to (I-8-a), in which A, B, D , Q1, Q2, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings. above indicated, respectively, with metal or amide compounds of the formulas (XIX) or (XX) wherein Me means a mono or divalent metal (preferably an alkaline or alkaline earth metal, such as lithium, sodium, potassium, magnesium or calcium), t means the number 1 or 2, and R10, R11, R12, independently of each other, they mean hydrogen or alkyl (preferably alkyl having 1 to 8 carbon atoms), if appropriate in the presence of a diluent, (P) whereby the compounds of the formulas indicated above (Ilg) to (I-8-g) are obtained in which A, B, D, L, Q1, Q2, Q3, Q4, Q5, Q6, R6, R7, W, X, Y and Z have the meanings indicated above and L means oxygen, if compounds of the same are reacted previously indicated formulas (Ila) to (I-8-a), in which A, B, D, Q1, Q2, Q3, Q4 / Q5, Q6 / W, X, Y and Z have the meanings indicated above, respectively (a) with isocyanates or with isothiocyanates of the formula (XXI) R ° -N = C = I- (XXI) wherein R6 and L have the meanings given above, optionally in the presence of a diluent and, if appropriate, in the presence of a catalyst, (ß) with carbamidyl chlorides or with thiocarbamidyl chlorides of the formula (XXII) wherein L, R6 and R7 have the meanings indicated above, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent. It has also been found that the novel compounds of the formula (I) have a very good activity as pesticidal agents, preferably as insecticides, also as acaricides as herbicides. The compounds according to the invention are generally defined by the formula (I).

The preferred substituents or the ranges of the radicals indicated in the formulas mentioned above and which will be mentioned below are explained below: Preferably, X means halogen, alkyl having 1 to 6 carbon atoms, haloalkyl with 1 to 6 carbon atoms, carbon, alkoxy with 1 to 6 carbon atoms, alkenyloxy with 3 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, alkylsulfinyl with 1 to 6 carbon atoms, alkylsulfonyl with 1 to 6 carbon atoms, haloalkoxy with 1 to 6 carbon atoms, halogenalkenyloxy having 3 to 6 carbon atoms, nitro, cyano or phenyl, phenoxy, phenylthio, benzyloxy or benzylthio substituted, where appropriate, by halogen, by alkyl having 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms; to 6 carbon atoms, by haloalkyl with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for nitro or for cyano. Preferably, Z means one of the remains \ TCO-V2 Preferably, V1 means hydrogen, halogen, alkyl with 1 to 12 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, alkylsulfinyl with 1 to 6 carbon atoms, alkylsulfonyl with 1 to 6 atoms carbon, halogenalkyl with 1 to 4 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, nitro, cyano or means phenyl, phenoxy, phenoxy-alkyi with 1 to 4 carbon atoms, phenyl-alkoxy with 1 to 4 carbon atoms carbon, phenylthio-C 1 -C 4 -alkyl or phenylalkylthio with 1 to 4 carbon atoms, optionally substituted once or several times, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by nitro or by cyano. Preferably, V2 and V3 mean, independently of each other, hydrogen, halogen, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogenoalkyl with 1 to 4 carbon atoms or halogenalkoxy with 1 to 4 carbon atoms .

Preferably, W and Y signify, independently of one another, hydrogen, halogen, alkyl having 1 to 6 carbon atoms, halogenoalkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogenoalkoxy with 1 to 6 carbon atoms , nitro or cyano. Preferably, CKE means one of the groups (8) Preferably, A means hydrogen or means alkyl with 1 to 12 carbon atoms, alkenyl with 3 to 8 carbon atoms, alkoxy with 1 to 10 carbon atoms-alkyl with 1 to 8 carbon atoms, poly-alkoxy with 1 to 8 carbon atoms-alkyl with 1 to 8 carbon atoms, alkylthio having from 1 to 10 carbon atoms-alkyl having from 1 to 6 carbon atoms, substituted, if appropriate, by halogen, means cycloalkyl having from 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, in which one or two ring members, not directly adjacent, are replaced by oxygen and / or by sulfur or means aryl with 6 to 10 atoms carbon (phenyl or naphthyl), hetaryl with 5 to 6 ring atoms, (for example furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl or thienyl) or aryl with 6 to 10 carbon atoms-C 1 -C 6 -alkyl (phenyl-C 1 -C 6 -alkyl or naphlyl -alkyl with 1 to 6 carbon atoms) substituted, where appropriate, by halogen, by alkyl with 1 to 6 carbon atoms, by halogen-alkyl of 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms , by halogenalkoxy with 1 to 6 carbon atoms, by cyano 0 for nitro. Preferably, B means hydrogen, alkyl having 1 to 12 carbon atoms or alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 6 carbon atoms or preferably, A, B and the carbon atom to which they are attached mean cycloalkyl saturated with 3 to 10 carbon atoms or unsaturated cycloalkyl with 5 to 10 carbon atoms, where a ring member is optionally replaced by oxygen or sulfur and optionally substituted once or twice by alkyl with 1 to 8 carbon atoms, by cycloalkyl with 3 to 10 carbon atoms, by haloalkyl with 1 to 8 carbon atoms, by alkoxy with 1 to 8 carbon atoms, by alkylthio with 1 to 8 carbon atoms, by halogen or by phenyl or preferably, A, B and the carbon atom to which they are attached mean cycloalkyl with 3 to 6 carbon atoms, which is substituted by an alkylenediyl group or by an alkylenedioxy group or by an alkylenedithioyl group containing, if appropriate, one or two oxygen and / or sulfur atoms not directly adjacent, which form with the atom of carbon, with which they are bonded, another ring with 5 to 8 members or preferably, A, B and the carbon atom, with which they are bonded, means cycloalkyl with 3 to 8 carbon atoms or cycloalkenyl with 5 to 8 atoms of carbon, in which two substituents together with the carbon atoms, with which they are bonded, mean alkanediyl having 2 to 6 carbon atoms, alkenodiyl having 2 to 6 carbon atoms or alkanedi-diendiyl having 4 to 6 carbon atoms substi respectively, optionally by alkyl having 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms or by halogen, where a methylene group is replaced by oxygen or sulfur. Preferably, D means hydrogen, alkyl having 1 to 12 carbon atoms, alkenyl with 3 to 8 carbon atoms, alkynyl with 3 to 8 carbon atoms, alkoxy with 1 to 10 carbon atoms-alkyl having 2 to 8 carbon atoms , C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl, C 1 -C 10 -alkylthio-C 2 -C 8 -alkyl, optionally substituted by halogen, C 3 -cycloalkyl at 8 carbon atoms, optionally substituted by halogen, by alkyl having 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogen with 1 to 4 carbon atoms, in which case it is replaced a ring member, by oxygen or by sulfur, or phenyl, hetaryl with 5 or 6 ring members (for example furanyl, imidazolyl, pyridyl, triazolyl, pyrazolyl, pyrimidyl, pyrrolyl, thienyl or triazolyl), phenyl-alkyl with 1 to 6 carbon atoms or hetaryl-alkyl with 1 to 6 át carbon atoms with 5 or 6 ring atoms (for example substituted furanyl-, imidazolyl-, pyridyl-, thiazolyl-, pyrazolyl-, pyrimidyl-, pyrrolyl-, thienyl- or triazolyl-alkyl with 1 to 6 carbon atoms) respectively, if appropriate by halogen, by alkyl having 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkoxy with 1 to 6 carbon atoms, by cyano or by nitro or preferably, A and D together are alkanediyl having 3 to 6 carbon atoms or alkenodiyl having 3 to 6 carbon atoms substituted respectively, optionally being replaced by methylene, oxygen or sulfur and entering into consideration respectively as substituents: halogen, hydroxy, mercapto or alkyl with 1 to 10 carbon atoms, with 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, cycloalkyl with 3 to 7 carbon atoms, phenyl or substituted benzyloxy by halogen or another alkanediyl group having 3 to 6 carbon atoms, an alkenodiyl group having 3 to 6 carbon atoms or a butadienyl group, which is optionally substituted by alkyl having 1 to 6 carbon atoms or that, if appropriate, two substituents which are contiguous with the carbon atoms, with which they are bound, form another saturated or unsaturated ring with 5 or 6 atoms in the ring (in the case of the compound of the formula (1-1) A and D they then mean together with the atoms, with which they are bound, for example the groups AD-1 to AD-10), indicated below, which may contain oxygen or sulfur, or if one of the following groups is contained. preferably, A and Q1 preferably together mean alkanediyl with 3 to 6 carbon atoms or alkenediyl with 4 to 6 carbon atoms, each substituted one or two times, in the same or different manner by halogen, by hydroxy, by alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms carbon, cycloalkyl with 3 to 7 carbon atoms, each optionally substituted one to three times, in the same or different ways by halogen or by benzyloxy or phenyl, each optionally substituted one to three times, in the same or in different forms by halogen, by alkyl having 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, which also optionally contains one of the following groups: or that is bridged by an alkanediyl group with 1 to 2 carbon atoms or for an oxygen atom preferably, Q1 means hydrogen or alkyl with 1 to 4 carbon atoms. Preferably Q2, Q4, Q5 and Q6 mean "independently of one another, hydrogen or alkyl having 1 to 4 carbon atoms, preferably Q3 means hydrogen, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl with 1 to 2 carbon atoms, alkylthio having 1 to 6 carbon atoms-alkyl having 1 to 2 carbon atoms, cycloalkyl having 3 to 8 carbon atoms optionally substituted by alkyl having 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms, where appropriate a methylene group is replaced by oxygen or by sulfur or phenyl, optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, halogenalkyl with 1 to 2 carbon atoms, for halogenalkoxy with 1 to 2 carbon atoms, for cyano or for nitro, or preferably, Q3 and Q4 mean together with the carbon atom, with which they are bonded, a ring with 3 a 7 carbon atoms substituted in case given by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, or by haloalkyl with 1 to 2 carbon atoms, in which, if appropriate, a ring member is replaced by oxygen or by sulfur. Preferably, G means hydrogen (a) or means one of the groups R6 E (f) V- ^ C (g). "7 especially means (a), (b) (c), in which E means a metal ion or an ammonium ion, L means oxygen or sulfur and M means oxygen or sulfur. Preferably, R 1 means alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl with 1 to 8 carbon atoms, alkylthio with 1 to 8 carbon atoms-alkyl with 1 to 8 carbon atoms, poly-alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 8 carbon atoms substituted, where appropriate, by halogen or cycloalkyl with 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, in which one or more (preferably one or two) ring members not directly adjacent to one another are replaced by oxygen and / or by Sulfur means phenyl which is optionally substituted by halogen, cyano, nitro, alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, haloalkyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, for alkylthio with 1 to 6 carbon atoms or by alkylsulfonyl with 1 to 6 carbon atoms, means phenyl-alkyl with 1 to 6 carbon atoms, optionally substituted by halogen, by nitro, by cyano, by alkyl with 1 to 6 carbon atoms carbon, by alkoxy with 1 to 6 carbon atoms, by halogenalkyl with 1 to 6 carbon atoms or by haloalkoxy with 1 to 6 carbon atoms, means hetaryl with 5 or 6 members, optionally substituted by halogen or by alkyl with 1 to 6 carbon atoms (for example pyrazolyl, thiazolyl, pyridyl, pyridimyl, furanyl or thienyl), means phenoxy-alkyl having 1 to 6 carbon atoms, optionally substituted by halogen or by alkyl having 1 to 6 carbon atoms or hetaryloxy-C 1-6 -alkyl, with 5 or 6-membered, optionally substituted by halogen, by amino or by alkyl with 1 to 6 carbon atoms (for example pyridyloxy-C 1-6 -alkyl), pyrimidyloxy-alkyl with 1 to 6 carbons ono or thiazolyloxy-alkyl having 1 to 6 carbon atoms). Preferably, R2 means alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl with 2 to 8 carbon atoms, poly-alkoxy with 1 to 8 carbon atoms -alkyl with 2 to 8 carbon atoms substituted, if appropriate, by halogen, means cycloalkyl having 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl having 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, or means phenyl or benzyl substituted, where appropriate, by halogen, cyano, nitro, alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms or by haloalkoxy with 1 to 6 carbon atoms. Preferably R3 means alkyl having from 1 to 8 carbon atoms, optionally substituted by halogen or by phenyl or benzyl, which may be substituted by halogen, by alkyl with 1 to 6 carbon atoms, or by alkoxy with 1 to 6 carbon atoms , by halogenalkyl with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by cyano or by nitro. Preferably, RR * means independently of one another, alkyl having 1 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms, alkylamino with 1 to 8 carbon atoms, di- (alkyl with 1 to 8 carbon atoms) amino, alkylthio with 1 to 8 carbon atoms, alkenylthio with 2 to 8 carbon atoms, cycloalkylthio with. 3 to 7 carbon atoms substituted respectively in the case given by halogen or means phenyl, phenoxy, or phenylthio substituted, where appropriate, by halogen, by nitro, by cyano, by alkoxy with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by alkylthio with 1 to 4 carbon atoms, by halogenalkylthio with 1 to 4 carbon atoms, by alkyl with 1 to 4 carbon atoms or by haloalkyl with 1 to 4 carbon atoms. Preferably, R6 and R7 mean, independently of each other, hydrogen, alkyl having 1 to 8 carbon atoms, cycloalkyl with 3 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms, alkenyl with 3 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl having from 1 to 8 carbon atoms substituted, if appropriate, by halogen, means phenyl optionally substituted by halogen, by halogenalkyl with 1 to 8 carbon atoms, by alkyl with 1 to 8 atoms of carbon or by alkoxy with 1 to 8 carbon atoms, benzyl optionally substituted by halogen, by alkyl with 1 to 8 carbon atoms, by halogen with 1 to 8 carbon atoms or by alkoxy. with 1 to 8 carbon atoms or together they mean an alkylene radical having 3 to 6 carbon atoms, optionally substituted by alkyl having 1 to 4 carbon atoms, in which case a carbon atom is replaced by oxygen or sulfur. Preferably, R 13 - denotes hydrogen, means alkyl with 1 to 8 carbon atoms or alkoxy with 1 to 8 carbon atoms substituted, where appropriate, by halogen, means cycloalkyl with 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which, if appropriate, an ethylene group is replaced by oxygen or by sulfur, or by phenyl, phenyl-alkyl with 1 to 4 carbon atoms; carbon or phenyl-alkoxy with 1 to 4 carbon atoms substituted, where appropriate, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkyl with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by nitro or by cyano. Preferably, R 14 means. hydrogen or alkyl having 1 to 8 carbon atoms or preferably R 13 and R 14 together mean alkanediyl having 4 to 6 carbon atoms. Preferably, R15 and R16 are the same or different and mean alkyl with 1 to 6 carbon atoms or Preferably R15 and R16 together mean an alkanediyl radical having 2 to 4 carbon atoms, which is optionally substituted by alkyl with 1 to 6 carbon atoms of carbon by haloalkyl with 1 to 6 carbon atoms or by phenyl optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 6 carbon atoms , by halogenalcoxy with 1 to 4 carbon atoms, by nitro or by cyano. Preferably R.sub.17 and R.sub.18 independently of one another denote hydrogen, are alkyl having from 1 to 8 carbon atoms, optionally substituted by halogen, or by phenyl, optionally substituted by halogen, by alkyl having from 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, for halogenalkyl with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for nitro or for cyano, or R17 and R18 mean together with the carbon atom, with which they are linked, a carbonyl group or meaning cycloalkyl with 5 to 7 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which case it is replaced a methylene group by oxygen or by sulfur Preferably, independently of one another, alkyl with 1 to 10 carbon atoms, alkenyl with 2 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylamino with 1 to 10 carbon atoms, alkenylamino with 2 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylamino with 1 to 10 carbon atoms, alkenylamino with 3 to 10 carbon atoms, di- (alkyl with 1 to 10) carbon atoms) amino or di (alkenyl with 3 to 10 carbon atoms) amino. In the definitions of the moieties mentioned above, halogen means fluorine, chlorine, bromine and iodine, especially fluorine and chlorine. Particularly preferably, X means fluorine, chlorine, bromine, alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkenyloxy with 3 or 4 carbon atoms, halogen with 1 to 4 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, halagenoalkenyloxy with 3 to 4 carbon atoms, nitro or cyano.

Particularly preferably, it means one of the remains Particularly preferably, V 1 means hydrogen, fluorine, chlorine, bromine, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogen with 1 to 2 carbon atoms, halogen with 1 to 2 carbon atoms , nitro, cyano, or means phenyl, phenoxy, phenoxy-alkyl having 1 to 2 carbon atoms, phenyl-alkoxy with 1 to 2 carbon atoms, phenylthio-alkyl with 1 to 2 carbon atoms or phenyl-alkylthio with 1 to 2 carbon atoms substituted, if appropriate, one or two times by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogen alkyl with 1 to 2 atoms of carbon, by halogenalkoxy with 1 to 2 carbon atoms, by nitro or by cyano. Particularly preferably, V 1 and V 3 mean, independently of one another, hydrogen, fluorine, chlorine, bromine, alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogen with 1 to 2 carbon atoms or halogenoalkoxy with 1 to 2 carbon atoms. Particularly preferably, W and Y are, independently of one another, hydrogen, fluorine, chlorine, bromine, alkyl having 1 to 4 carbon atoms, halogen with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or halogenoalkoxy with 1 to 4 carbon atoms. Particularly preferably, CKE means one of the groups (8) Particular preference is given to A, hydrogen, alkyl having 1 to 10 carbon atoms, alkoxy with 1 to 8 carbon atoms, alkyl having 1 to 6 carbon atoms, optionally substituted, respectively, by fluorine or chlorine, cycloalkyl with 3 to 6 carbon atoms. at 7 carbon atoms optionally substituted by fluorine, by chlorine, by alkyl having 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which, if appropriate, a ring member is replaced by oxygen or by sulfur (but not in the case of the compounds of the formulas (1-5), (1-7) and (1-8)) phenyl, furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl. thienyl or phenyl-alkyl having from 1 to 4 carbon atoms substituted, where appropriate, by fluorine, by chlorine, by bromine, by alkyl having 1 to 4 carbon atoms, by haloalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms; to 4 carbon atoms or by haloalkoxy with 1 to 4 carbon atoms. Particularly preferably, B means hydrogen or alkyl having 1 to 6 carbon atoms, particularly preferably A, B and the carbon atom to which they are bonded means cycloalkyl with 5 to 7 carbon atoms saturated or unsaturated, if appropriate, a ring member is replaced by oxygen or by sulfur and, where appropriate, is mono-substituted by alkyl with 1 to 6 carbon atoms, by cycloalkyl with 5 to 8 carbon atoms, by halogenalkyl with 1 to 3 carbon atoms , by alkoxy with 1 to 6 carbon atoms, by fluorine, by chlorine, or by phenyl or more preferably, A, B and the carbon atom, to which they are linked, mean, cycloalkyl with 5 to 6 carbon atoms; carbon, which is substituted by an alkylenediyl group or by an alkylenedioxyl group or by an alkylene diol group which optionally contains 1 or 2 oxygen or sulfur atoms or directly contiguous, which form with the carbon atom, on which it is linked, another ring of 5 or 6 members or more preferably, A, B and the carbon atom, with which they are bound, mean cycloalkyl with 3 to 6 carbon atoms or cycloalkenyl with 5 to 6. carbon atoms, in which two substituents together with the carbon atoms, with which they are bonded, mean alkanediyl having 2 to 4 carbon atoms, alkenodiyl having 2 to 4 carbon atoms substituted, if appropriate, by alkyl with 1 to 5 carbon atoms, by alkoxy with 1 to 5 carbon atoms, by fluorine, by chlorine or by bromine, where a methylene group is replaced by oxygen or by sulfur or butadiene. Particularly preferably, D means hydrogen, means alkyl having 1 to 10 carbon atoms, alkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl having 2 to 6 carbon atoms or alkylthio with 1 to Eight carbon atoms-alkyl having 2 to 6 carbon atoms substituted, if appropriate, by fluorine or chlorine, means cycloalkyl having 3 to 7 carbon atoms, optionally substituted by fluorine, chlorine or alkyl with 1 to 4 carbon atoms carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogenalkyl with 1 to 2 carbon atoms, in which case a methylene group is replaced by oxygen or by sulfur or (but not in the case of compounds of the formulas (1-1) and (1-4)) means phenyl, furanyl, imidazolyl, pyridyl, thiazolyl, pyrazolyl, pyrimidyl, pyrrolyl, thienyl, triazolyl or phenylalkyl with 1 to 4 carbon atoms substituted respectively by fluorine, by chlorine, by bro mo, by. I rent with 1 to 4 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogenalkoxy with 1 to 4 carbon atoms or more preferably, A and D together mean alkanediyl with 3 a carbon atoms, if any substituted, in which a methylene group may be replaced by a carbonyl group, per. oxygen or sulfur, with hydroxy substituents, alkyl having 1 to 6 carbon atoms or alkoxy with 1 to 4 carbon atoms or A and D meaning (in the case of the compounds of the formula (1-1)) together with the atoms that are linked, the AD-1 to AD-10 groups: AD-1 AD-2 AD-3 AD-4 AD-5 AD-6 AD-7 AD-8 AD-9 AD-10 particularly preferably, 'A and Q1 together represent alkanediyl, with 3 to 4 carbon atoms or alkenodiyl having 3 to 4 carbon atoms, each optionally substituted once or twice, in the same or in different ways by fluorine, chlorine, hydroxy, alkyl with 1 to 8 carbon atoms or alkoxy with 1 to 4 carbon atoms, each optionally substituted one to three times, fluorine or, more preferably, Q 1 _ means hydrogen. Particularly preferably, Q2 means hydrogen. Particularly preferably, Q4, Q5, and Q6 mean, independently of one another, hydrogen or alkyl having 1 to 3 carbon atoms. Particularly preferably, Q3 means hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms-alkyl having 1 to 2 carbon atoms, alkylthio having 1 to 4 carbon atoms-alkyl having 1 to 2 atoms of carbon or cycloalkyl having 3 to 6 carbon atoms optionally substituted by methyl or methoxy, where a methylene group is preferably replaced by oxygen or by sulfur, or, more preferably, Q3 and Q4 mean together with the carbon, to which they are bonded, a ring with 5 to 6 saturated carbon atoms, optionally substituted by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which case it is replaced a member of the ring by oxygen or by sulfur.

Particularly preferably, G means hydrogen (a) or means one of the groups (and), especially means (a), (b) or '(c), in which E means a metal ion or an ammonium ion, L means oxygen or sulfur and M means oxygen or sulfur. Particularly preferably, R 1 represents alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl having 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, carbon-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl optionally substituted by fluorine or chlorine or by C 3 -C 7 -cycloalkyl optionally substituted by fluorine, by chlorine, by alkyl with 1 to 5 carbon atoms or by alkoxy with 1 to 5 carbon atoms, in which, if appropriate, one or two ring members not directly adjacent to one another are replaced by oxygen and or by sulfur, means phenyl substituted, if appropriate, by fluorine, by chlorine, by bromine by cyano, by nitro, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by haloalkyl with 1 a 3 carbon atoms, .by halogenalkoxy with 1 to 3 carbon atoms, by alkylthio with 1 to 4 carbon atoms or by alkylsulfonyl with 1 to 4 carbon atoms, means phenyl-alkyl with 1 to 4 carbon atoms, optionally substituted by fluorine, by chlorine, by bromine with alkyl with 1 to 4 carbon atoms, for alkoxy with 1 to 4 carbon atoms, for halogenalkyl with 1 to 3 carbon atoms or for halogenalkoxy with 1 to 3 carbon atoms, means pyrazolyl, thiazolyl, pyridyl, pyrimidyl, furanyl or thienyl substituted respectively, where appropriate, fluorine, chlorine, bromine or alkyl with 1 to 4 carbon atomsis phenoxyalkyl with 1 to 3 carbon atoms, optionally substituted by fluorine, chlorine, bromine or alkyl with 1 to 4 carbon atoms or pyridyloxy-3-carbon alkyl, pyrimidyloxyalkyl with 1 to 3 carbon atoms carbon or thiazolyloxy-alkyl having from 1 to 3 carbon atoms substituted, where appropriate, by fluorine, chlorine, bromine, amino or alkyl having 1 to 4 carbon atoms. Particularly preferably, R 2 represents alkyl having 1 to 16 carbon atoms, alkenyl having 2 to 16 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl having 2 to 6 carbon atoms or poly-alkoxy with 1 to 6 Carbon-alkyl atoms having 2 to 6 carbon atoms substituted, if appropriate, by fluorine, means cycloalkyl having 3 to 7 carbon atoms optionally substituted by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or C 1 -C 4 -alkoxy, or phenyl or benzyl means respectively substituted, if appropriate, by fluorine, by chlorine, by bromine, by cyano, by nitro, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 3 carbon atoms, by halogenalkyl with 1 to 3 carbon atoms or by halogenalkoxy with 1 to 3 carbon atoms. Particularly preferably, R3 means alkyl having 1 to 6 carbon atoms, optionally substituted by fluorine, or phenyl or benzyl respectively substituted, if appropriate, by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms , by alkoxy with 1 to 4 carbon atoms, by haloalkyl with 1 to 3 carbon atoms, by haloalkoxy with 1 to 3 carbon atoms, by cyano or by nitro. Particularly preferably, R 4 and R 5 mean, independently of one another, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkylamino having 1 to 6 carbon atoms, di- (alkyl having 1 to 6 atoms) carbon) -amino, alkylthio with 1 to 6 carbon atoms, alkenylthio with 3 to 4 carbon atoms, cycloalkylthio with 3 to 6 carbon atoms or signifying phenyl, phenoxy or phenylthio substituted, if appropriate by fluorine, by chlorine, by bromine, by nitro, by cyano, by alkoxy with 1 to 3 carbon atoms, by halogenalkoxy with 1 to 3 carbon atoms, by alkylthio with 1 to 3 carbon atoms, by halogenalkylthio with 1 to 3 carbon atoms, alkyl with 1 to 3 carbon atoms or by haloalkyl with 1 to 3 carbon atoms. Particularly preferably, R6 and R7 mean, independently of each other, hydrogen, alkyl having 1 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkenyl with 3 to 6 carbon atoms, carbon, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, meaning phenyl, optionally substituted by fluorine, by chlorine, by bromine, by halogen with 1 to 3 carbon atoms, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, meaning benzyl optionally substituted by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, halogenalkyl with 1 to 3 carbon atoms or by alkoxy having from 1 to 4 carbon atoms, or together they mean an alkylene radical having 4 to 5 carbon atoms, optionally substituted by methyl or ethyl, in which case a methylene group is replaced by oxygen or by sulfur. In the definitions of the radicals indicated, especially preferred, halogen means fluorine, chlorine, bromine and iodine, especially fluorine, chlorine and bromine. Very particularly preferably, X means fluorine, chlorine, methyl, ethyl, propyl, isopropyl, methoxy, ethoxy, propoxy, iso-propoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, nitro or cyano. Very particularly preferably, Z means one of the remains Very particularly preferably, V 1 means hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, tere. -butyl, methoxy, ethoxy, n-propoxy, isopropoxy, trifluoromethyl, trifluoromethoxy, nitro, cyano or phenyl, monosubstituted if appropriate by fluorine, by chlorine, by methyl, by methoxy, by trifluoromethyl or by trifluoromethoxy. Very particularly preferably, V2 and V3 mean, independently of one another, hydrogen, fluorine, chlorine, methyl, ethyl, n-propyl, iso-propyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy. Very particularly preferably, W and Y mean, independently of one another, hydrogen, fluorine, chlorine, methyl; ethyl, n-propyl, methoxy, ethoxy or n-propoxy. Very particularly preferably, CKE means one of the groups Very particularly preferably, A means hydrogen, alkyl having 1 to 8 carbon atoms or alkoxy with 1 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, cycloalkyl with 3 to 6 carbon atoms carbon, optionally substituted by fluorine, methyl, ethyl or methoxy, in which, if appropriate, a ring member is replaced by oxygen or by sulfur (but not in the case of the compounds of the formulas (1) -5), (1-7) and (1-8)), means phenyl or benzyl respectively substituted, if appropriate, by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by iso-propyl , by methoxy, by ethoxy, by trifluoromethyl, by trifluoromethoxy, by cyano or by nitro. # Very particularly preferably, B means alkyl with 1 to 4 carbon atoms or very particularly preferably, A, B and the carbon atom, to which they are bonded, means cycloalkyl with 5 to 6 saturated carbon atoms, in which, if appropriate, a ring member is replaced by oxygen or by sulfur and, if appropriate, is monosubstituted by methyl, ethyl, n-propyl, iso-propyl, butyl, isobutyl, sec. . -butyl, by tere. -butyl, by trifluoromethyl, by methoxy, by ethoxy, by n-propoxy, by iso-propoxy, by n-butoxy, by iso-butoxy, by sec. -butoxi, by tere. butoxy, fluorine or chlorine, or very particularly preferably, A, B and the carbon atom, to which they are attached, mean cycloalkyl with 5 to 6 carbon atoms, or cycloalkenyl with 5 to 6 carbon atoms, wherein two substituents together with the carbon atoms, with which they are linked, mean alkanediyl having 2 to 4 carbon atoms or alkenodiyl having 2 to 4 carbon atoms, wherein a methylene group is respectively replaced by oxygen or sulfur, or means butadiene. Particularly preferably, D means hydrogen, means alkyl with 1 to 8 carbon atoms, alkenyl with 3 to 4 carbon atoms, alkoxy with 1 to 6 atoms of cartono-alkyl with 2 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms-alkyl having 2 to 4 carbon atoms substituted, if appropriate, by fluorine or chlorine or means cycloalkyl having 3 to 6 carbon atoms in which a methylene group is optionally replaced by oxygen or by sulfur (however, this was not the case for the compounds of the formulas (1-1) and (1-4)), meaning phenyl, furanyl, pyridyl, thienyl or benzyl substituted respectively by fluorine, by chlorine, by methyl , by ethyl, by n-propyl, by isopropyl, by methoxy, by ethoxy, by trifluoromethyl or by trifluoromethoxy, or more preferably, A and D together represent alkanediyl with 3 to 4 substitution atoms, if appropriate, wherein is replaced in case atom of carbon per sulfur and that is substituted by hydroxy, by methyl, by ethyl, by methoxy or by ethoxy, or A and D mean (in the case of the compounds of the formula (1-1)) together with the atoms, with the that are linked, one of the following AD groups: AD-1 AD-2 AD-3 AD-4 AD-6 AD-8 AD-10 Very particularly preferably, A and Q1 together represent alkanediyl having 3 to 4 carbon atoms or butenediyl optionally substituted once or twice by fluorine, hydroxy, methyl or ethoxy, or very particularly preferably Q1 hydrogen. Very particularly preferably, Q2 means hydrogen. Very particularly preferably, Q4, Q5 and Q6 mean, independently of one another, hydrogen, methyl or ethyl. Very particularly preferably, Q3 means hydrogen, methyl, ethyl or cycloalkyl having 3 to 6 carbon atoms, with a methylene group being optionally replaced by oxygen or sulfur (especially hydrogen, methyl or ethyl) in a very particular manner. Preferred, Q3 and Q4 mean together with the carbon atom, to which they are linked, cycloalkyl having 5 to 6 saturated carbon atoms, optionally substituted by methyl or methoxy, in which a ring member is optionally replaced by oxygen or by sulfur. Very particularly preferably, G means hydrogen (a) or means one of the groups Re E (f) L - 7 (g). especially means (a), (b) or (c), in which E means a metal ion or an ammonium ion, L means oxygen or sulfur and M means oxygen or sulfur.

Very particularly preferably, R 1 means alkyl having 1 to 14 carbon atoms, alkenyl having 2 to 14 carbon atoms, alkoxy having 1 to 4 carbon atoms-alkyl having 1 to 6 carbon atoms, alkylthio having 1 to 4 carbon atoms, carbon-alkyl having 1 to 6 carbon atoms, poly-alkoxy with 1 to 4 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine or chlorine or cycloalkyl with 3 to 6 carbon atoms substituted in case, given by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by i-propyl, by n-butyl, by i-butyl, by tere. butyl, by methoxy, by ethoxy, by n-propoxy or by isopropoxy, in which one or two ring members not directly adjacent to one another are replaced by oxygen and / or by sulfur, optionally substituted phenyl by fluorine by chlorine, by bromine, by cyano, by nitro, by methyl, by ethyl, by n-propyl, by i-propyl, by methoxy, by ethoxy, by trifluoromethyl, by trifluoromethoxy, by methylthio, by ethylthio, by methylsulfonyl or by ethylsulfonyl, means benzyl optionally substituted by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by i-propyl, by methoxy, by ethoxy, by trifluoromethyl or by trifluoromethoxy, means furanyl, thienyl , pyridyl, pyrimidyl, thiazolyl or pyrazolyl respectively substituted, if appropriate, by fluorine, chlorine, bromine, methyl or ethyl, means phenoxy-alkyl having 1 to 2 carbon atoms, optionally substituted by fluorine, chlorine, methyl or ethyl, or means pyridyloxy-alkyl ilo with 1 to 2 carbon atoms, pyrimidyloxyalkyl with 1 to 2 carbon atoms or thiazolyloxy-alkyl with 1 to 2 carbon atoms, optionally substituted, respectively, by fluorine, chlorine, amino, methyl or ethyl.

Very particularly preferably, R2 means alkyl having 1 to 14 carbon atoms, alkenyl having 2 to 14 carbon atoms, alkoxy having 1 to 4 carbon atoms-alkyl having 2 to 6 carbon atoms or poly-alkoxy having 1 to 4 carbon atoms-alkyl with 2 to 6 carbon atoms respectively substituted, if appropriate, by fluorine, means cycloalkyl having 3 to 6 carbon atoms, optionally substituted by fluorine, chlorine, methyl, ethyl, n-propyl, iso-propyl or by methoxy, or means phenyl or benzyl respectively substituted, if appropriate, by fluorine, chlorine, cyano, nitro, methyl, ethyl, n-propyl, i-propyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy.

Very particularly preferably R3 is methyl, ethyl, n-propyl, isopropyl, optionally substituted by fluorine or phenyl or benzyl, optionally substituted, respectively, by fluorine, chlorine, bromine, methyl, tert-butyl , by methoxy, by trifluoromethyl, by trifluoromethoxy, by cyano or by nitro.

Very particularly preferably, R 4 and R 5 mean, independently of each other, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, alkylamino of 1 to 4 carbon atoms, di- (alkyl of 1 to 4) carbon atoms) amino, alkylthio having 1 to 4 carbon atoms or meaning phenyl, phenoxy or phenylthio substituted, where appropriate, by fluorine, chlorine, bromine, nitro, cyano, alkoxy with 1 to 2 carbon atoms , by fluoroalkoxy with 1 to 2 carbon atoms, by alkylthio with 1 to 2 carbon atoms, by fluoroalkylthio with 1 to 2 carbon atoms or by alkyl with 1 to 3 carbon atoms.

Very particularly preferably, R6 and R7 mean, independently of each other, hydrogen, alkyl having 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkenyl with 3 to 4 atoms of carbon, alkoxy with 1 to 4 carbon atoms - alkyl having 1 to 4 carbon atoms, means phenyl substituted on. case given by fluorine, chlorine, bromine, trifluoromethyl, methyl or methoxy, benzyl is optionally substituted by fluorine, chlorine, bromine, methyl, trifluoromethyl or methoxy, or together they mean an alkylene radical with 5 to 6 carbon atoms in which, if appropriate, a methylene group is replaced by oxygen or by sulfur.

The definitions of the remains or the explanations indicated above in a general manner or indicated in the preferred ranges can be combined arbitrarily with each other, ie even between the corresponding ranges and the preferred ranges. These are valid for the final products as well as correspondingly for the starting products and for the intermediate products. According to the invention, the compounds of the formula (I), in which a combination of the meanings indicated above as preferred, are preferred. (preferably). According to the invention, the compounds of the formula (I), in which a combination of the abovementioned meanings is particularly preferably present, are particularly preferred.

According to the invention, the compounds of the formula (I) are very particularly preferred, in which a combination of the meanings indicated above is present in a very particularly preferred manner.

The saturated or unsaturated hydrocarbon radicals such as alkyl or alkenyl can be, even in combination with heteroatoms, such as, for example, alkoxy, as far as possible, respectively straight-chain or branched chain.

The substituted radicals may be mono- or poly-substituted, insofar as it is not otherwise stated, the substituents being the same or different in the case of multiple substitutions.

In particular, in addition to the compounds indicated in the preparation examples, the following compounds of the formula (I-1-a) will be mentioned: Table 1: W = H; X = CHL3, Y = H, V1 = H, V2 = H.

Continuation of table 1.

Continuation of table 1: Continuation of table 1: Table 2: A, B and D as indicated in table 1 W = H: X = CH3; Y = CH3; V = H; V2 = H Table 3: A, B and D as indicated in table 1 W = CH3; X = CH3; Y = CH3; V = H; V2 = H Table 4: A, B and D as indicated in table 1 W = H; X = CH3; Y = H; V = 4-Cl; V2 = H. Table 5: A, B and D as indicated in table 1 W = H; X = CH3; Y = CH3; V = 4-Cl; V2 = H. Table 6: A, B and D as indicated in Table 1 W - CH3; X = CH3; Y = CH3; V = 4-Cl; V2 = H. Table 7: A, B and D as indicated in table 1 W = H; X = CH3; Y = H; V = 3-Cl; V2 = H. Table 8: A, B and D as indicated in table 1 W = H; X = CH3; Y = CH3; V = 3-Cl; V2 = H. Table 9: A, B and D as indicated in table 1 W = CH3; X = CH3; Y = CH3; V = 3-Cl; V2 = H. Table 10: A, B and D as indicated in table 1 W = H; X = CH3; Y = H; V1 = 2-C1; V2 = 4-Cl. Table 11: A, B and D as indicated in table 1 W = H; X = CH3; Y = CH3; V1 = 2-C1; V2 = 4-Cl.

Table 12: A, B and D as indicated in table 1 W = CH3; X = CH3; Y = CH3; V = 2-C1; V2 = 4-Cl. Table 13: A, B and D as indicated in table 1 W = H; X = CH3; Y = H; V = 4-CF3; V2 = H. Table 14: A, B and D as indicated in table 1 W = H; X = CH3; Y = CH3; V = 4-CF3; V2 = H. Table 15: A, B and D as indicated in table 1 W = CH3, X = CH3; Y = CH3; V = 4-CF3; V2 = H. 10 Table 16: A, B and D as indicated in Table 1 W = H; X = CH3; Y = H; V = 4-CH3; V2 = H. Table 17: A, B and D as indicated in table 1 W = H: X = CH3; Y = CH3; V = 4-CH3; V2 = H. Table 18: A, B and D as indicated in table 1 W = CH3; X = CH3; Y = CH3; V = 4-CH3; V2 = H. 15 Table 19: A, B and D as indicated in table 1 W = H; X = CH3; Y = H; V1 = 4-OCH3; V2 = H. Table 20: A, B and D as indicated in table 1 W = H; X = CH3; Y = CH3; V = 4-OCH3; V2 = H. Table 21: A, B and D as indicated in table 1 20 W = CH3; X = CH3; Y = CH3; V1 = 4-OCH3; V2 = H. In particular, in addition to the compounds indicated in the preparation examples, the following compounds of the formula (I-2-a) are cited: Table 22: W = H; X = CH3, Y = H, V1 = H, V2 = H Continuation of table 22: Continuation of table 22: Table 23: A and B as indicated in table 22. W = CH3; X = CH3; Y = CH3; V1 = H; V2 = H. Tahla 24: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V1 = H; V2 = H. Table 25: A and B as indicated in table 22. W = H; X = CH3; Y = H; V = 4-Cl; V2 = H. Table 26: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V = 4-Cl; V2 = H. Table 27: A and B as indicated in table 22. W = CH3; X = CH3; Y = CH3; V1 = 4-Cl; V2 = H. Table 28: A and B as indicated in table 22. W = H; X = CH3; Y = H; V = 3-Cl; V2 = H. Table 29: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V1 = 3-Cl; V2 = H. Table 30: A and B as indicated in table 22. W = CH3; X = CH3; Y = CH3; V1 = 3-Cl; V2 = H. Table 31: A and B as indicated in table 22. W = H; X = CH3; Y = H; V1 = 4-CF3; V2 = H. Table 32: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V1 = 4-CF3; V2 = H. Table 33: A and B as indicated in table 22. W = CH3; X = CH3; Y = CH3; V1 = 4-CF3; V2 = H. Table 34: A and B as indicated in table 22. W = H; X = CH3; Y = H; V = 2-C1; V2 = 4-Cl.

Table 35: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V = 2-C1; V2 = 4-Cl. Table 36; A and B as indicated in table 22. W = CH3; X = CH3; Z = CH3; V1 = 2-C1; V2 = 4-CI. Table 37: A and B as indicated in table 22. W = H; X = CH3; Y = H; V1 = 4-CH3; V2 = H. Table 38: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V = 4-CH3; V2 = H. Table 39: A and B as indicated in table 22. W = CH3; X = CH3; Y = CH3; V = 4-CH3; V2 = H. Table 40: A and B as indicated in table 22. W = H; X = CH3; Y = H; V1 = 4-OCH3; V2 = H. Table 41: A and B as indicated in table 22. W = H; X = CH3; Y = CH3; V1 = 4-OCH3; V2 = H. Table 42: A and B as indicated in table 22. W = CH3; X = CH3; Y = CH3; V = 4-OCH3; V2 = H.

If N- [(6-meth i 1-3-phenyl) -phenylacetyl] -1-amino-skyhexanylcarboxylate ethyl ester is used as the starting material according to process (A), the procedure according to invention by means of the following formula scheme: If, according to process (B), ethyl 0- [(2-chloro-5- (4-chloro) -phenyl) phenylacetyl] -2-hydroxyisobutyrate is used, the development of the process according to the invention can be represented by means of the following formulas scheme: If it is used, according to procedure (C), Ethyl 2- [(2,6-dimethyl-3-phenyl) -phenyl] -4- (4-methoxy) -benzylmercapto-4-methyl-3-oxo-valerianate, the development of the process according to the invention may be represented by half of the following formula schema: If it is used, for example, according to the procedure (Da), (chlorocarbonyl) -3- [(6-methy1-3- (4-methyl) -phenyl)) -phenyl] -ketene and 1,2-diazacyclopentane as starting products, the development of the process according to the invention may be represented by means of the following formula scheme: If it is used, for example, according to the procedure (D-ß), diethyl 3- [6-methyl-3- (3-chloro-phenyl)] -phenylmalonate and 1,2-diazacyclopentane as starting materials, it may be represented the development of the process according to the invention by means of the following reaction scheme: If it is used, according to procedure (E), (chlorocarbonyl) -2- [(2,6-dimethyl-2- (4-trifluoromethoxy-phenyl)) -phenyl] -ketene and acetone as starting compounds, the development of the process according to the invention can be represented by the scheme of next reaction: If, according to process (F), (chlorocarbonyl) -2- [(2,, 6-trimethyl-1-3-phenyl) -phenyl] -ketene and thiobenzamide are used as starting compounds, the development of the process according to the invention can be illustrated. the invention by means of the following reaction scheme: If, according to the procedure (G), ethyl 5- [((6-methyl-3-phenyl) -phenyl] -2,3-tetramethylene-4-oxo-valerianate is used, the development of the process can be represented. the invention by means of the following reaction scheme: If it is used, according to procedure (H), 5- [(2, 4, 6-1rimeti 1-3-phenyl) -phenyl] -2,2-dimethyl-5-oxo-hexanoate ethyl, development may be depicted of the process according to the invention by means of the following reaction scheme: If it is used, according to process (I), 3- [(2,6-dimethy1-3-bromo) -phenyl] -4,4- (pent ametilen) -pyrroli-din-2,4-dione and 4-dione acid. -chloro-phenylboronic acid as starting products, the development of the reaction can be represented by means of the following scheme: If, according to the procedure (Ja), 3- [(2-chloro-5- (3-chloro-phenyl) phenyl] -5,5-dimethylpyrrolidin-2,4-dione and pivaloyl chloride are used as starting materials , the development of the method according to the invention can be represented by means of the following formula scheme: If it is used, according to process (J), (variant ß) 3- [(6-methyl-3- (4-methoxy-phenyl) -phenyl] -4-hydroxy-5-phenyl-3-dihydrofuran-2 -one and acetic anhydride as starting products, the development of the process according to the invention can be represented by means of the following reaction scheme: If it is used, according to the procedure (K), 8- [(2,6-dimethyl-3-phenyl) -phenyl] -1,6-diazabicyclo- (4, 3, O '6) -nonan-7, 9 -dione and ethoxyethyl chloroformate as starting products, the development of the process according to the invention can be represented by means of the following formula scheme: If it is used, according to process (L), 3 - [(2-chloro-5- (4-fluoro-phenyl) -phenyl] -4-hydroxy-5-methyl-6- (3-pyridyl) -pyrone and Methyl chloromonothioformate as starting materials, the development of the reaction may be represented as follows: If it is used, according to procedure (M), 2- [(2, 4, 6, -trimethyl-3- (4-meth i 1-phenyl)) -phenyl] -5,5-pentamethylene-pyrrolidin-2, 4-dione and methanesulfonyl chloride as starting products, the development of the reaction can be represented by means of the following reaction scheme: If it is used, according to process (N), 2- [(6-methyl-1-3-phenyl) -phenyl] -4-hydroxy-5,5-dimethyl? 3-Dihydrofuran-2-one and (2, 2, 2-trifluoroethyl ester) of methanethiophosphoryl chloride as starting products, the reaction development can be represented by the following reaction scheme: If it is used, according to procedure (O), 3- [(2-trifluoromethyl-5- (trifluoromethyl-1-phenyl)) -phenyl] -5-cyclopropyl-5-methyl-pyrrolidin-2,4-dione and NaOH as components, the development of the process according to the invention can be represented by means of the following reaction scheme: Na (+) If used, according to process (P), (variant a) 3- [(2-methyl-5- (3-trifluoromethyl-phenyl)) -phenyl] -4-hydroxy-5-tetramethylene-3-dihydrofuran -2-one and ethyl isocyanate as starting materials, the development of the reaction can be represented by means of the following reaction scheme: If it is used, according to process (P), (β-variant) 3- [(2-chloro-5-phenyl) -phenyl] -5-methyl-pyrrolidin-2,4-dione and dimethylcarbamidyl chloride as starting products, the development of the reaction can be represented by means of the following scheme: The compounds of the formula (II), necessary as starting materials, in the case of the process (a) according to the invention wherein A, B, D, W, X, Y, Z and R8 have the meanings indicated above, are new. The esters of the acylamino acids of the formula (II) are obtained, for example, if acyl derivatives of the formula (XXIII) are acylated (XXIII) wherein A, B, R8 and D have the meanings indicated above, with substituted phenylacetyl halides of the formula (XXIV) wherein W, X, Y and Z have the above meanings and Hal means chlorine or bromine, (Chem. Reviews 52_, 237-416 (1953); Bhattacharya, Indian J. Chem. _6, 341-5, 1968) or if acylamino acids of the formula (XXV) are esterified wherein A, B, D, W, X, Y and Z have the meanings indicated above, (Chem. Ind. (London) 1568 (1968)). The compounds of the formula (XXV) wherein A, B, D, W, X, Y and Z have the meanings indicated above, are new. The compounds of the formula (XXV) are obtained, if amino acids of the formula (XXVI) are acylated wherein A, B and D have the meanings indicated above, with substituted phenylacetyl halides of the formula (XXIV) wherein W, X, Y and Z have the above meanings and Hal means chlorine or bromine, for example according to Schotten-Baumann (Organikum, VEB Deutscher Verlar der Wissenschaften, Berlin 1977, page 505). The compounds of the formula (XXIV) are new. These can be obtained according to processes known in principle (see, for example, H. Henecka, Houben-Weyl, Methoden der Organischen Chemie, Volume 8, pages 467-469 (1952)). The compounds of the formula (XXIV) are obtained, for example, if substituted phenylacetic acids of the formula (XXVII) are reacted (XXVII) wherein W, X, Y and Z have the meanings given above, with halogenating agents (for example thionyl chloride, thionyl bromide, oxalyl chloride, phosgene, phosphorus trichloride, phosphorus tribromide or phosphorus pentachloride) in in the case of a diluent (for example chlorinated aliphatic or aromatic hydrocarbons if appropriate, such as toluene or methylene chloride) at temperatures of -20 ° C to 150 ° C, preferably -10 ° C to 100 ° C. The compounds of the formula (XXIII) and (XXVI) are partially known and / or can be obtained according to known procedures (see for example Compagnon, Miocque Ann. Chim. (Paris) [14] 5_, pages 11-22, 23-27 (1970)). The substituted cyclic aminocarboxylic acids of the formula (XXVIa) in which A and B form a ring can be obtained in general according to the Bucherer-Bergs synthesis or according to the Strecker synthesis and are respectively obtained in variable isomeric forms . In this way, under the conditions of the synthesis of Bucherer-Bergs, the isomers are predominantly obtained (designated below in order to simplify as ß), in which the radicals R and the carboxyl groups are in the equatorial position, while according to the Strecker synthesis conditions are formed preponderantly isomers (designated below to simplify as a), in which the amino group and the R residues are in equatorial position.

Synthesis of Bucherer-Bergs Synthesis of Strecker (ß isomer) (isomer a) (L. Munday, J. Chem. Soc. 4372 (1961); JT Edward, C. Jitrangeri, Can. J. Chem. 5_3, 3339 (1975 In addition, the starting materials used in process (A) above, of the formula (II) can be obtained. wherein A, B, D, W, X, Y, Z, and R8 have the meanings indicated above, if amino-nitriles of the formula (XXVIII) are reacted (XXVIII) wherein A, B and D have the meanings indicated above, with substituted phenylacetyl halides of the formula (XXIV) wherein W, X, Y, Z and Hal have the meanings indicated above, to give compounds of the formula (XXIX) wherein A, B, D, W, X, Y and Z have the meanings indicated above, and these are then subjected to an acid alcoholysis.

The compounds of the formula (XXIX) are also new. The compounds of the formula (III) required as starting materials in the process (B) according to the invention wherein A, B, W, X, Y, Z and R8 have the meanings indicated above, are new. These can be obtained according to methods known in principle. In this way, the compounds of the formula (II) are obtained, for example, if 2-hydroxycarboxylic acid esters of the formula (XXX) are acylated wherein A, B and R8 have the meanings indicated above, with substituted phenylacetyl halides of the formula (XXIV) wherein W, X, Y, Z and Hal have the meanings indicated above, (Chem. Reviews 52_, 237-416 (1953) and applications cited at the beginning). In addition, the compounds of the formula (III) are obtained if substituted phenylacetic acids of the formula (XXVII) are alkylated (XXVII) wherein W, X, Y and Z have the meanings indicated above, with esters of α-halogenocarboxylic acids of the formula (XXXI) wherein A, B and R8 have the meanings indicated above and Hal means chlorine or bromine. The compounds of the formula (XXII) are new. The compounds of the formula (XXXI) are known and can be obtained for the most part commercially. By way of example, the compounds of the formula (XXVII) are obtained (XXVII) wherein W, X, Y and Z have the meanings indicated above, a) s i are made to react with the formula (XXVI I-a) CH2-C02H (XXVII-a) where X and Y have the meaning indicated above, Z 'means chlorine or bromine, preferably means bromine, with boronic acids of the formula (XII) wherein Z has the above meaning, in the presence of a solvent, a base and a catalyst (preferably a palladium complex, such as for example tetrakis (palladium triphenylphosphine) or ß) if acids esters are saponified phenylacetants of the formula (XXXII) (XXXII) wherein W, X, Y, Z and R8 have the meaning indicated above, in the presence of acids or bases, in the presence of a solvent under known general conditions or?) if phenylacetic acids of the formula are reacted (cf. XXVII) -b) (XXVII-b) wherein W, X and Z have the meaning indicated above, with halogen-compounds of the formula (XXXIII), Z-Hal (XXXIII) in which Z has the meaning indicated above and Hal means chlorine, bromine or iodine, in the presence of a solvent, a base and a catalyst (preferably one of the palladium complexes mentioned above). The compounds of the formula (XII) and (XXXIII) are known, partly can be obtained commercially or can be obtained according to methods known in principle. The phenylacetic acids of the formula (XXVII-a) are partially known from WO 97/01 535, WO 97/36 868 and WO 98/05 638 or can be prepared according to the processes described therein. The compounds of the formulas (XXVII-b) and (XXXII) are new. The compounds of the formula are obtained (XXVII-b) (XXVII-b) wherein W, X and Z have the meaning indicated above, for example, if phenylacetic acids of the formula (XXVII-a) are reacted (XXVII-a) wherein W, X, Y and Z 'have the meaning indicated above, with lithium compounds of the formula (XXXIV) Li-R 21 (XXXIV) wherein R21 means alkyl with 1 to 8 carbon atoms or phenyl, preferably means n-C H9, with esters of boronic acid of the formula (XXXV) B (OR8) 3 (XXXV) wherein R8 has the meaning indicated above, in the presence of a diluent. The compounds of the formulas (XXXIV) and (XXXV) are commercially available compounds. The compounds of the formula (XXX I I) wherein W, X, Y, Z and R8 have the meaning indicated above, are obtained for example by reacting esters of phenylacetic acid of the formula (XXXII-a) (XXXII-a) wherein R8, W, Y and Z have the meaning indicated above, with boronic acids of the formula (XII wherein Z has the meaning indicated above, in the presence of a diluent, a base and a catalyst (preferably one of the palladium complexes mentioned above). The esters of phenylacetic acid of the formula (XXXII-a) are known in part from the applications WO 97/01535, WO 97/36868 and WO 98/0563 or can be prepared according to the processes described therein. The compounds of the formula (IV), necessary as starting materials in the case of the procedure (C) above (IV) wherein A, B, W, W1, X, Y, Z and R8 have the meanings indicated above, are new. These can be obtained according to methods known in principle. The compounds of the formula (IV) are obtained, for example, if substituted phenylacetic acid esters of the formula (XXXII) are acylated And HT 0 '*' (XXXII) w wherein W, X, Y, R8 and Z have the meanings given above, with 2-benzylthio-carbonyl halides of the formula (XXXVI) (XXXVI) in which A, B and W1 have the meanings indicated above and Hal means halogen (especially chlorine or bromine), in the presence of strong bases (see for example M.S.

Chambers, E.J. Thomas, D.J. Williams, J. Chem. Soc.

Chem. Commun., (1987), 1228). The compounds of the formula (XXXII) are new. The compounds of the formula (XXXII) are obtained, for example, if compounds of the formula (XXVII) are esterified (XXVII) wherein W, X, Y and Z have the meaning indicated above, in the presence of alcohols and dehydrating agents (for example concentrated sulfuric acid), or if alcohols are acylated with compounds of the formula (XXIV) in which W, X, Y, Z and Hal have the meanings indicated above (Chem. Reviews 5_2, 237-416 (1953)). The benzyl thiocarbonyl halides of the formula (XXXVI) are partially known or can be obtained according to known processes (J.

Antibiotics (1983), 2_6, 1589). The halogenocarbonylketenes of the formula (V) required as starting materials in the processes (D), (E) and (F) above, are new.

These can be obtained according to processes known in principle in general (see for example Org.

Prep. Procedure Int., 1_, 84), 155-158, 1975 and DE 1 945 703). In this way, for example, the compounds of the formula (V) are obtained (V) in which W, X, Y and Z have the meanings indicated above and Hal means chlorine or bromine, If substituted phenylmalonic acids of the formula (XXXVII) are reacted (XXXVII) wherein W, X, Y and Z have the meanings given above, with acyl halides, such as for example thionyl chloride, phosphorus chloride (V), phosphorus chloride (III), oxalyl chloride, phosgene or thionyl bromide, optionally in the presence of catalysts, such as, for example, dimethylformamide, methyl-tearyl-formamide or triphenylphosphine and optionally in the presence of bases such as, for example, pyridine and triethylamine.

The substituted phenylmalonic acids of the formula (XXXXVII) are new. These can be prepared according to generally known processes (see for example Organikum, VEB Deutscher Verlag der Wissenschaften, Berlin 1977, page 517 et seq., EP-A-528 156, WO 97/01535 and WO 98/05638). In this way the phenylmalonic acids of the formula (XXXVII) are obtained (XXXVII) in which W, X, Y and Z have the meanings indicated above, if the esters of the phenylmalonic acids of the formula (VI) are saponified (SAW) wherein W, X, Y, Z and R8 have the meaning indicated above, first in the presence of a base and a solvent and then carefully acidified (EP 528 156, WO 97/36868, WO 97/01535). The esters of malonic acid of the formula (VI) wherein W, X, Y, Z and R8 have the meaning indicated above, are new. These can be prepared according to known methods of organic chemistry in general (see, for example, Tetrahedron Lett 21, 2763 (1986) and Organikum VEB Deutscher Verlag, Wissenschaften, Berlin 1977, pages 587 et seq.).

The hydrazines of the formula (VII), necessary as starting materials for the process (D) according to the invention A-NH-NH-D (VII) in which A and D have the meanings indicated above, are partially known and / or can be prepared according to methods known in the literature (see for example Liebigs Ann. Chem. 585, 6 (1954 ); Reaktionen der organischen Synthese, C. Ferri, pages 212, 513; Georg Thieme Verlag Stuttgart, 1978; Liebigs Ann.

Chem. 443, 242 (1925); Chem. Ver. 9_8, 2551 (1965), EP-508 126). The carbonyl compounds of the formula (VIII), necessary as starting products for the process (E) according to the invention in which A and D have the meanings indicated above, or their silylene ether of the formula (Villa) CHA D-C-OSi (R8) 3 (Villa) wherein A, D and R8 have the meanings indicated above are compounds that can be purchased by the process (E) according to the invention are commercially available, known in general or accessible according to known methods. The preparation of the ketenyl chlorides of the formula (V), which are necessary as starting materials for carrying out the process (F) according to the invention, has already been described above. The thioamides of the formula (IX) necessary for carrying out the process (F) according to the invention H2N? C-A (IX) // in which A has the meaning indicated above, are compounds generally known in organic chemistry. The compounds of the formula (X) required as starting materials for the process (G) above wherein A, B, Q1, Q2, W, X, Y, Z and R8 have the meanings indicated above, are new. These can be prepared. according to methods known in principle. The compounds of the formula (X) are obtained, for example, when the compounds of the formula (XXXVIII) . (XXXVIII) in which W, X, Y, Z, A, B, Q1 and Q2 have the meaning indicated above (see for example Organikum, 15th edition, Berlin, 1977, page 499) or are rented (see examples of obtaining). The compounds of the formula (XXXVIII) (XXXVIII) wherein A, B, Q1, Q2, W, X, Y and Z have the meaning indicated above, are new however they can be prepared according to methods known in principle (see the preparation examples). The 5-aryl-4-ketocarboxylic acids of the formula (XXXVIII) are obtained, for example, if 2-phenyl-3-oxo-adipic acid esters of the formula (XXXIX) are decarboxylated.

(XXXIX) in which A, B, D1, D2, W, X, Y and Z have the meaning indicated above and R8 and R8 'mean alkyl (especially alkyl having 1 to 8 carbon atoms), if any in the presence of a diluent and, if necessary, in the presence of a base or an acid (see for example Organikum, 15th edition, Berlin 1977, pages 519 to 521). The compounds of the formula (XXXIX) (XXXIX) wherein A, B, Q1, Q2, W, X, Y, Z, R8, R8 'have the meaning indicated above, are new. The compounds of the formula (XXXIX) are obtained, for example, by acylating dicarboxylic acid half-ester chlorides of the formula (XL), in which A, B, Q1, Q2 and R8 have the meaning indicated above and Hal means chlorine or bromine, or carboxylic acid anhydrides of the formula (XLI-A) wherein A, B, Q1 and Q2 have the meaning indicated above, an ester of phenylacetic acid of the formula (XXXII) (XXXII) in which W, X, Y, Z and R8 'have the meaning indicated above, in the presence of a diluent and in the presence of a base (see for example MS Chambers, EJ Thomas, DJ Williams, J. Chem. Soc. Chem. Commun., (1987), 1228, see also the obtaining examples). The compounds of the formulas (XL) and (XLl) are partially known compounds of organic chemistry and / or can be prepared in a simple manner according to methods known in principle. The compounds of the formula (XI), necessary as starting materials in the process (H) above where A, B, Q3, Q4, Q5, Q6, W, X, Y, Z and R8 have the meaning indicated above, are new.

These can be prepared according to methods known in principle. The esters of the 6-aryl-5-ketocarboxylic acids of the formula (XI) are obtained, for example, if 6-aryl-5-ketocarboxylic acids of the formula (XLII) are esterified. wherein A, B, Q3, Q4, Q5, Q6, W, X, Y, Z and R8 have the meaning indicated above, (see for example Organikum, 15th edition, Berlin, 1977, page 499). The compounds of the formula (XLII) (XLII) in which A, B, 'Q3, Q4, Q5, Q6, W, X, Y and Z have the meaning indicated above, are new. These can be prepared according to methods known in principle, for example, if substituted 2-phenyl-3-oxo-heptanedioic acid esters of the formula (XLI I) are saponified and decarboxylated. wherein A, B, Q3, Q4, Q5, Q6, W, X, Y, and Z have the meaning indicated above, and R8 and R8 'mean alkyl (preferably alkyl having 1 to 6 carbon atoms), given case in the presence of a diluent and, if appropriate, in the presence of a base or an acid (see for example Organikum, 15th edition, Berlin 1977, pages 519 to 521 and examples of obtaining).

The compounds of the formula (XLIII) wherein A, B, Q3, Q4, Q5, Q6, W, X, Y, Z, R8 and R8 'have the meaning indicated above, are new. These can be obtained if condensates of dicarboxylic acids of the formula (XLIV) are condensed, wherein A, B, Q3, Q4 Q5, Q6 and R8 have the meaning indicated above with an ester of the substituted phenylacetic acid of the formula (XXXII) (XXXII) in which W, X, Y, Z and R8 'have the meaning indicated above, in the presence of a diluent and in the presence of a base (see also the preparation examples). The compounds of the formulas (XLIV) are partially known and / or can be prepared according to known procedures. Instead of the compounds of the formula (XLIV), the corresponding anhydrides can also be used. In this case, one proceeds as in obtaining the compounds of the formula (X), in which it is part of the anhydrides of the formula (XLI-B). The compounds of the formula (XLI-B) are partially known or can be purchased compounds.

(XLI-B) The compounds of the formula (XXXII) have already been described in the previous steps for process (B). The compounds of the formula (XXXII) are obtained, for example also by first reacting substituted 1, 1, 1-trichloro-2-phenylethanes of the formula (XLV) wherein W, X, Y and Z have the meaning indicated above, with alcoholates (for example alkali metal alcoholates such as sodium methylate or sodium ethylate) in the presence of a diluent (for example the alcohol from which the alcoholate) at temperatures between 0 ° C and 150 ° C, preferably at 20 ° C and 120 ° C, and then with an acid, (preferably with an inorganic acid such as for example sulfuric acid) at temperatures ranging from -20 ° C. C and 150 ° C, preferably between 0 ° C and 100 ° C (see DE 3 314 249). The compounds of the formula (XLV) are new, these can be prepared according to methods known in principle. The compounds of the formula (XLV) are obtained, for example, if they are reacted anilines of the formula (XLVI) wherein W, X, Y and Z have the meaning indicated above, in the presence of an alkyl nitrite of the formula (XLVII) R21-ONO (XLVIII) wherein R21 means alkyl, preferably alkyl with 1 to 6 carbon atoms, in the presence of cupric chloride (II), and if necessary in the presence of a diluent (for example aliphatic nitrile such as acetonitrile) at a temperature of -20 ° C to 80 ° C, preferably 0 ° C to 60 ° C, with vinylidene chloride (CH2 = CC12). The compounds of the formula (XLVIII) are known compounds of organic chemistry. Cupric chloride (II) and vinylidene chloride have been known for a long time and can be purchased commercially. The anilines of the formula (XLVI) are partially new. The anilines of the formula are obtained (XLVI), for example, if they are reacted anilines of the formula (XLVI-a) W, X and Y have the meaning indicated above, and Z 'means chlorine or bromine, preferably means bromine with boronic acids of the formula (XII) wherein Z has the meaning indicated above, in the presence of a solvent, a base and a catalyst (preferably a palladium complex such as for example palladium tetrakis (triphenylphosphine)). The compounds of the formulas (I-1-a) to (I-8'-a), necessary as starting materials in the process (I) above, in which A, B, D, Q1, Q2, Q3 , Q4, Q5, Q6, W, X and Y have the meaning indicated above and Z 'means chlorine or bromine, preferably means bromine, are partially known (WO 96/35 664, WO 97/02 243 and WO 98/05 638 )) or can be prepared according to the processes described therein or according to processes (A) to (H).

The boronic acids of the formula (XII) wherein Z has the meaning indicated above, are obtainable partially in commerce or can be prepared in a simple manner according to generally known procedures. The acyl halides of the formula (XIII), the anhydrides of the carboxylic acids of the formula (XIV), the esters of the chloroformic acid or the thioesters of the chloroformic acid of the formula (XV), the esters of chloromonothioformic acid or the esters of the chlorodithioformic acid of the formula (XVI), the sulfonyl chlorides of the formula (XVII), the phosphorus compounds of the formula (XVIII) and the metal hydroxides, the metal oxides or the amines of the formulas (XIX) and (XX) and the isocyanates of the formula (XXI) and the carbamidyl chlorides of the formula (XXII), also necessary as products of starting material for carrying out the processes according to the invention (J), (K), (L), (M), (N), (O) and (P) are generally known compounds of organic chemistry or of inorganic chemistry. The compounds of the formulas (VII), (VIII), (IX), (XIII) to (XXIII), (XXVI), (XXVIII), (XXX), (XXXVI), (XK), (XLl) and ( XLVI) are also known by the patent applications cited at the beginning and / or can be prepared according to the methods indicated therein. The process (A) is characterized in that compounds of the formula (II) are subjected to an intramolecular condensation, in which A, B, D, W, X, Y, Z and R8 have the meaning indicated above, in the presence of a base. Suitable diluents in the process (A) according to the invention are all inert organic solvents. Preferably hydrocarbons, such as toluene and xylene, further ethers, such as diethyl ether, tetrahydrofuran, dioxane, glycol dimethyl ether and diglycoldimethyl ether can be used, in addition polar solvents such as dimethyl sulfoxide, sulfolane, dimethylformamide and N-methylpyrrolidone, as well as alcohols such as methanol, ethanol, propanol, iso-propanol, butanol, iso-butanol and tere. -butanol.

As bases (deprotonating agents) can be used in carrying out the procedure (A) according to the invention all customary proton acceptors. Preferably, oxides can be used, hydroxides and carbonates of alkali metals and alkaline earth metals, such as sodium hydroxide, potassium hydroxide, magnesium oxide, calcium oxide, sodium carbonate, potassium carbonate and calcium carbonate, which may also be used in the presence of catalysts of phase transfer, such as for example triethylbenzylammonium chloride, tetrabutylammonium bromide, Adogen 464 (= methyltrialkyl (with 8 to 10 carbon atoms) ammonium chloride, or TDA 1 (= tris- (methoxyethoxyethyl) -amine). Alkali metals such as sodium or potassium can also be used, and alkali metal and alkaline earth metal hydride amides, such as sodium amide, sodium hydride and calcium hydride, and also alkali metal alcoholates such as sodium methylate can be used. , sodium ethylate and potassium tert-butylate The reaction temperatures in the process (A) according to the invention can be varied. ar within wide limits. In general, the process is carried out at temperatures between 0 ° C and 250 ° C, preferably between 50 ° C and 150 ° C. The process (A) according to the invention is generally carried out under normal pressure. In carrying out the process (A) according to the invention, the reaction components of the formula (II) and the deprotonating bases are generally employed in approximately twice molar amounts. However, it is also possible to use one or other of the components in a larger excess (up to 3 moles). The process (B) is characterized in that compounds of the formula (III) are subjected to intramolecular condensation, in which A, B, W, X, Y, Z and R8 have the meanings indicated above, in the presence of a diluent and in the presence of a base. Suitable diluents in the process (B) according to the invention are all inert organic solvents. Preference is given to using hydrocarbons, such as toluene and xylene, and also ethers such as dibutyl ether, tetrahydrofuran, dioxane, glycol dimethyl ether and diglycoldimethyl ether, in addition polar solvents such as dimethyl sulfoxide, sulfolane, dimethylformamide and N-methylpyrrolidone. In addition, alcohols such as methanol, ethanol, propanol, iso-propanol, butanol iso-butanol and tere can also be used. -butanol. As bases (deprotonating agents) can be used in carrying out the procedure (B) according to the invention all customary proton acceptors. Preference is given to using oxides, hydroxides and carbonates of alkali metals and alkaline earth metals, such as sodium hydroxide, potassium hydroxide, magnesium oxide, calcium oxide, sodium carbonate, potassium carbonate and calcium carbonate, which can also be used in the presence of phase transfer catalysts, such as for example triethylbenzylammonium chloride, tetrabutylammonium bromide, Adogen 464 (= methyltrialkyl chloride (with 8 to 10 carbon atoms) ammonium chloride, or TDA 1 (= tris- (methoxyethoxyethyl) - Furthermore, alkali metals such as sodium or potassium can be used, and amides and hydrides of alkali metals and alkaline earth metals, such as sodium amide, sodium hydride and calcium hydride, and also alkali metal alcoholates such as such as sodium methylate, sodium ethylate and potassium tert.-butylate The reaction temperatures in the performance of the procedure (B) according to the invention may vary within wide limits. In general, the process is carried out at temperatures between 0 ° C and 250 ° C, preferably between 50 ° C and 150 ° C. The process (B) according to the invention is generally carried out under normal pressure. In carrying out the process (B) according to the invention, the reaction components of the formula (III) and the deprotonating bases are generally employed in approximately equimolar amounts. However, it is also possible to use one or other of the components in a larger excess (up to 3 moles). The process (C) is characterized in that compounds of the formula (IV) in which A, B, W, X, Y, Z and R8 have the above-mentioned meaning are cyclized intramolecularly in the presence of an acid and, if appropriate , in the presence of a diluent.

Suitable diluents are the process (C) according to the invention, all inert organic solvents. Preferably hydrocarbons can be used, such as toluene and xylene, in addition halogenated hydrocarbons. such as dichloromethane, chloroform, ethylene chloride, chlorobenzene, dichlorobenzene, in addition polar solvents such as dimethyl sulfoxide, sulfolane, dimethylformamide and N-methyl-pyrrolidone. In addition, alcohols such as methanol, ethanol, propanol, iso-propanol, butanol, iso-butanol, tert-butanol can be used. If necessary, the acid used can also be used as a diluent. Acids which can be used in process (C) according to the invention are all customary inorganic and organic acids, such as, for example, hydrohalic acids, sulfuric acid, alkyl-, aryl- and halogenoalkylsulfonic acids, especially halogenated alkylcarboxylic acids, such as, for example, trifluoroacetic acid. The reaction temperatures in the process (C) according to the invention can vary within wide limits. In general, work is carried out at temperatures between 0 C and 250 ° C, preferably between 50 ° C and 150 ° C. The process (C) according to the invention is generally carried out under normal pressure. When carrying out the process (C) according to the invention, the reaction components of the formula (IV) and the acids are used, for example, in equimolar amounts. However, it is also possible to use the acid as a solvent or as a catalyst. The processes (Da) and (D-ß) are characterized in that compounds of formulas (V) and (VI) are reacted, in which W, X, Y, Z, R8 and Hal have the meanings indicated above, with compounds of the formula (VII), in which A and D have the meanings indicated above, optionally in the presence of a base and, if appropriate, in the presence of a diluent. Suitable diluents can be used in the processes (D-a) and (D-β) according to the invention, all inert organic solvents. Preferably, hydrocarbons, such as toluene and xylene, can be used, furthermore ethers such as dibuckether, tetrahydropyrirane, dioxane, glycolimetheyl ether and diglycoldimethylether, in addition polar solvents such as dimethylsulfoxide, sulfolane, dimethylformamide and N-methyl-pyrrolidone, and only in the case where compounds of the formula (VI) are used , alcohols such as methanol, ethanol, propanol, iso-propanol, butanol, iso-butanol and tere. -butanol. Suitable bases are used in the case where compounds of the formula (V) are used, inorganic bases, especially alkali metal or alkaline earth metal carbonates, such as sodium carbonate, potassium carbonate or calcium carbonate, as well as bases organic compounds such as for example pyridine or triethylamine and in the case where compounds of the formula (V) oxides, hydroxides and carbonates of alkali metals and alkaline earth metals are used, such as sodium hydroxide, potassium hydroxide, magnesium hydroxide, calcium oxide, sodium carbonate, potassium carbonate and calcium carbonate, which can also be used in the presence of phase transfer catalysts such as for example triethylbenzylammonium chloride, tetrabutylammonium bromide Adogen 464 '(= methyltrialkyl chloride (with to 10 carbon atoms) -ammonium, or TDA 1 (= tris- (methoxyethoxyethyl) -amine), in addition alkali metals such as sodium or potassium or, alkali metal and alkaline earth metal amides and hydrides, such as sodium amide, and sodium hydride and calcium hydride, and in addition also alkali metal alcoholates such as sodium methylate and potassium tert-butylate. The reaction temperatures in carrying out the processes (D-a) and (D-ß) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -20 ° C and 250 ° C, preferably between 0 ° C and 150 ° C. The processes (D-a) and (D-ß) according to the invention are generally carried out at normal pressure. In carrying out the processes (D-a) and (D-ß) according to the invention, they employ the reaction components of formulas (V) and (VII) or (VI) and (VII) and the deprotonating bases, used, if appropriate, in general in approximately equimolar amounts. However, it is also possible to use one or other of the components in a larger excess (up to 3 moles).

The process (E) according to the invention is characterized in that carbonyl compounds of the formula (VIII) or their enol ethers of the formula (VlII-a) are reacted with ketenyl halides of the formula (V) in the presence of a diluent and , if necessary, in the presence of an acid acceptor. Suitable diluents in the process (E) according to the invention are all inert organic solvents. Preferably hydrocarbons such as toluene and xylene can be used, in addition ethers, such as dibutyl ether, glycol dimethyl ether, and diglycoldimethyl ether, in addition polar solvents such as dimethyl sulfoxide, sulfolane, dimethylformamide or N-methyl-piirolidone. As acid acceptors, all the customary acid acceptors can be used in the process variant (E) according to the invention. Preference is given to using tertiary amines, such as triethylamine, pyridine, diazabicyclooctane (DABCO), diazabicycloundecane (DBU), diazabicyclononene (DBN), Hünig bases and N, N-dimethylaniline.

The reaction temperatures in the embodiment of the process variant (E) according to the invention can vary within wide limits. It is expedient to work at temperatures between 0 ° C and 250 ° C, preferably between 50 ° C and 220 ° C. The process (E) according to the invention is conveniently carried out at normal pressure. In carrying out the process (E) according to the invention, the reaction components of the formulas (VIII) and (V) are used, in which A, D, W, X, Y and Z have the meanings indicated above and Hal means halogen, and, if appropriate, the acid acceptors in general in approximately equimolar amounts. However, it is also possible to use one. ' or another component in a larger excess (up to 5 moles). The process (F) according to the invention is characterized in that thioamides of the formula (IX) are reacted with cetenyl halides of the formula (V) in the presence of a diluent and, if appropriate, in the presence of an acid acceptor. Suitable diluents in the process variant (F) according to the invention are all inert organic solvents. Preference is given to using hydrocarbons, such as toluene and xylene, and also ethers, such as dibutyl ether, glycol dimethyl ether, and diglycoldimethyl ether, in addition polar solvents such as dimethyl sulfoxide, sulfolane, dimethylformamide and N-methyl-1-pyrrolidone. As acid acceptors, all customary acid acceptors can be used in the process (F) according to the invention. Preferably, tertiary amines such as triethyl amine, pyridine, diazabicyclooctane (DABCO), diazabicycloundecane can be used.

(DBU), diazabicyclononene (DBN), Hünig bases and N, N-dimethyl-aniline. The reaction temperatures in the process (F) according to the invention can vary within wide limits. It is expedient to work at temperatures between 0 ° C and 250 ° C, preferably between 20 ° C and 220 ° C. The process (F) according to the invention is conveniently carried out at normal pressure.

In carrying out the process - (F) according to the invention, the reaction components of the formulas (IX) and (V) are used, in which A, W, X, Y and Z have the meanings indicated above and Hal means halogen and, if appropriate, the acid acceptors in general in approximately equimolar amounts. However, it is also possible to use one or other of the components in a larger excess (up to 5 moles). The process (G) is characterized in that compounds of the formula (X) are subjected to an intramolecular condensation, in which A, B, Q1, Q2, W, Y, Z and R8 have the meaning indicated above, in the presence of a base. Suitable diluents in the process (G) according to the invention are all organic solvents which are inert to the reaction partners. Preferably hydrocarbons, such as toluene, xylene, further ethers, such as dibutyl ether, tetrahydrofliran, dioxane, glycol dimethyl ether and diglycoldimethyl ether can be used, in addition polar solvents such as methylsufoxide, sulfolane, dimethylformamide and N-methyl-pyrrolidone.

Furthermore, alcohols such as methanol, ethanol, propanol, iso-propanol, butanol, iso-butanol, tere may be used. -butanol. As bases (deprotonating agents) can be used in carrying out the procedure (G) according to the invention all customary proton acceptors. Preferably, oxides, hydroxides and carbonates of alkali metals and alkaline earth metals can be used, such as sodium hydroxide, potassium hydroxide, magnesium oxide, calcium oxide, sodium carbonate, potassium carbonate and calcium carbonate, which can also be used in the presence of phase transfer catalysts such as for example triethylbenzylammonium chloride, tetrabutylammonium bromide, They adopt 464 (methyltrialkyl chloride) with 8 to 10 carbon atoms (ammonium) or TDA 1 (tris- (methoxyethoxyethyl) -amine). In addition, alkali metals such as sodium or potassium can be used. Furthermore, alkali metal and alkaline earth metal amides and hydrides can be used; such as sodium amide, sodium hydride, and calcium hydride, and in addition also alkali metal alcoholates such as sodium methylate, sodium ethylate and potassium tert-butylate. The reaction temperatures in the process (G) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -75 ° C and 250 ° C, preferably between -50 ° C and 150 ° C. The process (G) according to the invention is generally carried out under normal pressure. In carrying out the process (G) according to the invention, the reaction components of the formula (X) and the deprotonating bases are generally used in approximately equimolar amounts. However, it is also possible to use one or other of the components in a larger excess (up to 3 moles). The process (H) is characterized in that compounds of the formula (XI), in which A, B, Q3, Q4, are subjected to an intramolecular condensation, Q5 Q6, W, X, Y, Z and R8 have the meaning indicated above, in the presence of bases, as diluents all inert organic solvents can be used in the process (H) according to the invention in comparison with the reaction participants. Preferably, hydrocarbons such as toluene and xylene can be used. In addition ethers such as dibutyl ether, tetrahydrofuran, dioxane, glycol dimethyl ether and diglycoldimethyl ether, in addition polar solvents such as dimethyl sulfoxide, sulfolane, dimethylformamide and N-methyl-pyrrolidone. In addition, it is also possible to use such alcohols such as methanol, ethanol, propanol, isopropanol, butanol, iso-butanol, tere. -butanol. As bases (deprotonating agents), all customary proton acceptors can be used in the process (H) according to the invention. Preference is given to using oxides, hydroxides and carbonates of alkali metals and alkaline earth metals, such as sodium hydroxide, potassium hydroxide, magnesium oxide, calcium oxide, sodium carbonate, potassium carbonate and calcium carbonate, which can also be used in the presence of phase transfer catalysts, such as for example triethylbenzylammonium chloride, tetrabutylammonium bromide, Adogen 464 (methyltrialkyl chloride with 8 to 10 carbon atoms) ammonium, or TDA 1 (tris- (methoxyethoxyl) amine). In addition, alkali metals such as sodium or potassium can be used. Furthermore, alkali metal and alkaline earth metal amides and hydrides, such as sodium amide, sodium hydride and calcium hydride, and also alkali metal alcoholates such as sodium methylate, sodium ethylate and tert-butylate potassium. The reaction temperatures in the process (H) according to the invention can vary within wide limits. In general, the process is carried out at temperatures between 0 ° C and 250 ° C, preferably between 50 ° C and 150 ° C. The procedure (H) according to The invention is generally carried out at normal pressure. When carrying out the process (H) according to the invention, the reaction components of the formula (XII) and the deprotonating bases are generally used in approximately equimolar amounts. However, it is also possible to use one or other of the components in a larger excess (at 3 moles). For carrying out the process (I) according to the invention, palladium (0) complex catalysts are suitable. By way of example, tetrakis (triphenylphosphine) palladium will be preferred. If necessary, palladium (II) compounds can also be used, for example PdCl2. Suitable acid acceptors for carrying out the process (I) according to the invention are inorganic or organic bases. These preferably include hydroxides, acetates, carbonates or bicarbonates of alkali metals or alkaline earth metals, such as, for example, sodium, potassium, barium or ammonium hydroxide, sodium, potassium, calcium or ammonium acetate, carbonate. sodium, potassium or ammonium, sodium or potassium bicarbonate, alkali fluorides, such as for example potassium fluoride, cesium fluoride, as well as tertiary amines such as trimethylamine, triethylamine, tributylamine, N, N-dimethylaniline, N , N-dimethylbenzylamine, pyridine, N-methylpiperidine, N-methylmorpholine, N, N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN), or diazabicycloundecene (DBU). Suitable diluents for carrying out the process (I) according to the invention are water, organic solvents or arbitrary mixtures thereof. Examples which may be mentioned are: aliphatic, alicyclic or aromatic hydrocarbons, such as, for example, petroleum ether, hexane, heptane, cyclohexane, methylcyclohexane, benzene, toluene, xylene or decalin.; halogenated hydrocarbons such as for example chlorobenzene, dichlorobenzene, methylene chloride, chloroform, tetrachloromethane, dichloro-, trichloroethane or tetrachlorethylene; ethers, such as diethyl-, diisopropyl-, methyl-t-butyl-, methyl-t-amyl ether, dioxane, tetrahydrofuran, 1/2-dimethoxyethane, 1,2-diethoxyethane, diethylene glycolimelethyl ether or anisole; alcohols, such as methanol, ethanol, n- or i-propanol, n-, iso-, sec- or tert-butanol, ethanediol, propanediol-1,2-diol, ethoxyethanol, methoxyethanol, diethylene glycol monomethyl ether, diethylene glycol monomethyl ether; Water. The temperature of the reaction in the process (I) according to the invention can vary within wide limits. In general, the process is carried out at temperatures between 0 ° C and + 140 ° C, preferably between 50 ° C and + 100 ° C.

In carrying out the process (I) according to the invention, the boronic acids of the formula (XII) are used, in which Z has the meaning indicated above and the compounds of the formulas (Ila) to (I-8-a), in which A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, W, X, Y and Z have the meaning indicated above, in molar proportions of 1: 1 to 3: 1, preferably of 1: 1 to 2: 1. In general, the catalysts are used from 0.005 to 0.5 mol, preferably from 0.01 mol to 0.1 mol per mol of the compounds of the formulas (I-1-a) to (I-8-a). The bases are generally used in excess. The process (J-a) is characterized in that compounds of the formulas are reacted (I-l-a) to (I-8-a) respectively with halogenides of carboxylic acids of the formula (XIII), if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent. Suitable diluents in the process (J-a) according to the invention are all solvents which are inert towards acyl halides. Preferably hydrocarbons such as benzine, benzene, toluene, xylene and tetralin can be used, in addition halogenated hydrocarbons such as methylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, in addition ketones, such as acetone and methylisopropyl ketone, in addition ethers, such such as diethyl ether, tetrahydrofuran and dioxane, further esters of carboxylic acids such as ethyl acetate and also strong polar solvents such as dimethyl sulfoxide and sulfolane. When the stability to the hydrolysis of the acyl halide allows it, the reaction can also be carried out in the presence of water. Suitable acid-binding agents in the reaction according to process (J-a) according to the invention are all customary acid acceptors. Preferably, tertiary amines, such as triethylamine, pyridine, diazabicyclooctane (DABCO), diazabicycloundecene, can be used.

(DBU), diazabicyclononene (DBN), Hünig and N, N-dimethyl-aniline bases, further alkaline earth metal oxides, such as magnesium and calcium oxide, further alkali metal and alkaline earth metal carbonates, such as carbonate sodium, potassium carbonate and calcium carbonate, as well as alkali metal hydroxides, such as sodium hydroxide and potassium hydroxide. The reaction temperatures in the process (J-a) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -20 ° C and + 150 ° C, preferably between 0 ° C and 100 ° C. When carrying out the process (Ja) according to the invention, the starting materials of the formulas (Ila) to (I-8-a) and the carbonyl halide of the formula (XII) are used in general in approximately equimolar amounts and respectively . However, it is also possible to use the carbonyl halide in a larger excess (up to 5 moles). Working up is carried out by customary methods. The process (J-ß) is characterized in that compounds of the formulas are reacted (I-1-a) to (I-8-a) with anhydrides of carboxylic acids of the formula (XIV), if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent. Diluents which can be used in the process (J-ß) according to the invention are preferably those diluents which also come into consideration when the acyl halides are used. Otherwise, an excess of the carboxylic acid anhydride employed can also act as a diluent. Suitable acid-binding agents, if appropriate in the process (J-ß), are preferably those acid-binding agents which are also preferably used when the acyl halides are used. The reaction temperatures in the process (J-ß) according to the invention can vary within wide limits. In general, work is carried out at temperatures between -20 ° C and + 150 ° C, preferably between 0 ° C and 100 ° C When carrying out the process (J-ß) according to the invention, the starting materials of the formulas (Ila) to (I-8-a) and the carboxylic acid anhydride of the formula (XIV) in general in approximately equivalent amounts respectively. However, it is also possible to use the carboxylic acid anhydride in a larger excess (up to 5 moles). Working up is carried out by customary methods. In general, it proceeds in such a way that the diluent and the anhydride of the carboxylic acid present in excess as well as the carboxylic acid formed are removed by distillation or by washing with an organic solvent or with water. The process (K) is characterized in that compounds of the formulas (1-1-a) to (I-8-a) respectively are reacted with esters of chloroformic acid or with thiol esters of chloroformic acid of the formula (XV) in the presence of a diluent, and, if appropriate, in the presence of an acid-accepting agent. Suitable acid-binding agents are used in the reaction according to the process (K) of the invention all customary acid acceptors. Preference is given to using tertiary amines such as diethylamine, pyridine, DABCO, DBU, DBA, Hünig and N, N-dimethyl-aniline bases, in addition to alkaline earth metal oxides, such as magnesium and calcium oxide, in addition alkali metal carbonates and of alkaline earth metals, such as sodium carbonate, potassium carbonate and calcium carbonate as well as alkali hydroxides such as sodium hydroxide and potassium hydroxide. Suitable diluents in the process (K) according to the invention are all solvents which are inert to the esters of chloroformic acid or to thiolesters of chloroformic acid. Preferably hydrocarbons such as benzine, benzene, toluene, xylene and tetralin can be used, in addition halogenated hydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, in addition ketones, such as acetone, and methyl isobutyl ketone, furthermore ethers , such diethyl ether, tetrahydrofuran and dioxane, further esters of carboxylic acids such as ethyl acetate and also strong polar solvents such as dimethyl sulfoxide and sulfolane. The reaction temperatures in the process (K) according to the invention can vary within wide limits. If you work in the presence of a diluent and an acid accepting agent, you will find the temperatures of the. reaction generally comprised between -20 ° C and + 100 ° C, preferably between 0 ° C and 50 ° C. The process (K) according to the invention is generally carried out under normal pressure. When carrying out the process (K) according to the invention, the starting materials of the formulas (I-1-a) to (I-8-a) and the corresponding esters of chloroformic acid or thiolesters of the chloroformic acid of the formula are used (XV) in general, respectively, in approximately equivalent amounts. However, it is also possible to use one or other of the components in a larger excess (up to 2 moles). The preparation is carried out according to usual methods. In general, the process is carried out in such a way that the precipitated salts are eliminated and the mixture of the remaining reaction is concentrated by evaporation by eliminating the diluent. The process (L) according to the invention is characterized in that compounds of the formulas (Ila) to (I-8-a) are reacted respectively with compounds of the formula (XVI) in the presence of a diluent and, if appropriate, in presence of an acid accepting agent. In the preparation process (L), about 1 mole of onotioformic acid ester or chlorodithioformic acid ester are reacted per mole of the starting compound of the formulas (Ila) to (I-8-a). formula (XVI) at 0 to 120 ° C, preferably at 20 to 60 ° C. Suitable diluents, optionally charged, are all inert polar organic solvents, such as ethers, amides, sulfones, sulfoxides, as well as haloalkanes. Preference is given to using dimethylsulfoxide, tetrahydrofuran, dimethylformamide or methylene chloride. If the enolate salt of the compounds (1-1-a) to (I-8-a) is prepared in a preferred embodiment by the addition of strong deprotonation agents such as for example sodium hydride or tertiary butylate of potassium, the addition of acid-binding agents may be abandoned. If acid-binding agents are used, the usual inorganic or organic bases will be used, for example, sodium hydroxide, sodium carbonate, potassium carbonate, pyridine, triethylamine. The reaction can be carried out at normal pressure or at higher pressure, preferably at normal pressure. Working up is carried out by customary methods. The process (M) according to the invention is characterized in that compounds of the formula (I-1-a) to (I-8-a) are reacted, respectively, with sulfonyl chlorides of the formula (XVII), if appropriate in the presence of a diluent and, if necessary, in the presence of acid-accepting people. In the preparation process (M), about 1 mole of sulfonyl chloride of the formula (XVII) are reacted per mole of the starting compound of the formula (Ila to I-8-a) at -20 to 150 ° C. , preferably at 20 to 70 ° C. Suitable diluents, if appropriate, are all inert polar organic solvents, such as ethers, amides, nitriles, sulfones, sulfoxides or halogenated hydrocarbons, such as methylene chloride. Preference is given to using dimethylsulfoxide, dimethylformamide, methylene chloride.

If, in a preferred embodiment, the enolate salt of the compounds (1-1-a) to (I-8-a) is prepared by the addition of strong deprotonation agents (such as, for example, sodium butylate hydride) tertiary potassium), the subsequent addition of acid-binding agents may be abandoned. If acid-binding agents are used, the usual inorganic or organic bases will be used, for example, sodium hydroxide, sodium carbonate, potassium carbonate, pyridine, triethylamine. The reaction can be carried out at normal pressure or at higher pressure, preferably at normal pressure. Working up is carried out by customary methods. The process (N) according to the invention is characterized in that compounds of the formulas (Ila) to (I-8-a) are reacted respectively as phosphorus compounds of the formula (XVIII), if appropriate in the presence of a diluent and , if appropriate, in the presence of an acid-accepting agent. In the preparation process (N), for the preparation of the compounds of the formulas (Ile) to (I-8-e), they are reacted with 1 mole of the compounds (Ila) to (I-8-a) , from 1 to 2, preferably from 1 to 1.3 moles of the phosphorus compound of the formula (XVIII) at temperatures between -40 ° C and 150 ° C, preferably between -10 and 110 ° C. Suitable diluents are, if appropriate, all inert polar organic solvents, such as ethers, amides, nitriles, alcohols, sulfur, sulfones, sulfoxides, etc. Preference is given to using acetonitrile, dimethyl sulfoxide, tetrahydrofuran, dimethylformamide, methylene chloride. Suitable acid-binding agents, optionally added, are customary inorganic or organic bases such as hydroxides, carbonates or amides. Examples which may be mentioned are sodium hydroxide, sodium carbonate, potassium carbonate, pyridine, triethylamine. The reaction can be carried out at normal pressure or at higher pressure, preferably at normal pressure. The elaboration is carried out according to usual methods of organic chemistry. The purification of the final products obtained is preferably carried out by crystallization, purification by chromatography or by so-called "initial distillation", ie elimination of the volatile components in vacuum. The process (O) is characterized in that they are reacted with compounds of the formulas (1-1-a) to (I-8-a) with metal hydroxides or with metal alkoxides of the formula (XIX) or with amines of the formula (XX), if necessary in the presence of a diluent. Diluents which can be employed in the process (O) according to the invention are preferably ethers such as tetrahydrofuran, dioxane, diethyl ether or also alcohols such as methanol, ethanol, isopropanol as well as water. The process (O) according to the invention is generally carried out under normal pressure. The reaction temperatures are generally between -20 ° C and 100 ° C, preferably between 0 ° C and 50 ° C. The process (P) according to the invention is characterized in that compounds of the formulas (Ila) to (I-8-a) are reacted respectively with (Pa), compounds of the formula (XXI), if appropriate in the presence of a diluent. and, if appropriate, in the presence of a catalyst or (P-ß) with compounds of the formula (XXII), if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent. In the preparation process (Pa), about 1 mole of isocyanate of the formula (XXI) is reacted at 0 to 100 ° C per mole of the starting compound of the formulas (Ila) to (I-8-a). , preferably at 20 to 50 ° C. Suitable diluents, if appropriate, are all inert organic solvents, such as ethers, amides, nitriles, sulphones, sulfoxides. If necessary, catalysts can be added to accelerate the reaction. As catalysts, organic tin compounds such as dibutyltin dilaurate can be used in a very advantageous manner. Preferably work at normal pressure.

In the preparation process (P-β), about 1 mole of carbamidyl chloride of the formula (XXII) is reacted per mole of the starting compound of the formulas (Ila) to (I-8-a) 20 to 150 ° C, preferably at 0 to 70 ° C. Suitable diluents, if appropriate, are all inert polar organic solvents, such as ethers, amides, sulfones, sulfoxides or halogenated hydrocarbons. If, in a preferred embodiment, the enolate salt of the compounds (1-1-a) to (I-8-a) is prepared by the addition of strong deprotonation agents, such as, for example, sodium hydride or butylate tertiary potassium, the subsequent addition of acid-binding agents may be abandoned. If acid-binding agents are used, the usual inorganic or organic bases will be used, for example, sodium hydroxide, sodium carbonate, potassium carbonate, triethylamine or pyridine. The reaction can be carried out at normal pressure or at higher pressure, preferably at normal pressure. Working up is carried out by customary methods. The active products are suitable for the fight against animal pests, preferably against arthropods and nematodes, especially insects and arachnids, which occur in agriculture, in forestry, for the protection of stored products and materials as well as in the field of hygiene. . They are active against normally sensitive and resistant species as well as against all or some of the stages of development. The pests mentioned above belong: From the order of the isopods, for example, Oniscus asellus Armadillidium vulgare, Porcellio scaber. From the order of the diplópodos, for example, Blaniulus guttulatus. From the order of the chilopoda, for example, Geophilus carpophagus, Scutigera spec .. From the order of the syphilis, for example, Scutigerella immaculata. From the order of the tisane, for example, Lepisma saccharina. From the order of springtails, for example, Onychiurus armatus. From the order of the orthoptera, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae, Germanic Blattella, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis, Schistocerca gregaria. From the order of dermápteros, for example, Forfícula auricularia. From the order of the Isoptera, for example, Reticulitermes spp. From the order of the anopplura, for example, Phylloxera vastatrix, Pemphigus spp., Pediculus humanus corporis, Haematopinus spp., Linognathus spp. From the order of the malophagus, for example, Trichodectes spp. , Damalinea spp. From the order of the Thysanoptera, for example, Frankliniella occidentalis, Hercinothrips femoralis, Thrips pal i, Thrips tabaci. From the order of the heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cruptomyzus ribis, Aphis fabae, Doralis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia sp. p., Earias insulana, Heliothis spp., Spodoptera exigua, Mamestra brassicae, Panolis flammea, Prodenia litura, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticule, Choristoneura fumiferana, Clysia ambiguella, Homona magnanimous, Tortrix viridana. From the order of coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Acanthoscelides obtectus, Acanthoscelides obtectus Hylotrupes bajulus, Agelastica aini, Leptinotarsa decemlineata, Phaedon cochieariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis and Costelytra zealandica. From the order of Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp. From the order of Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogas ter, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomia spp., Cuterebra spp., Gastrophilus spp. ., Hyppobosca spp., Liriomyza spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Typula paludosa. From the order of the siphonoptera, for example, Xenopsylla cheopis, Ceratophyllus spp. From the order of the arachnids, for example Scorpio maurus, Lactrodectus mactans. From the order of mites, for example Acarus siró, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp. ., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp. The active products are characterized by high insecticidal and acaricidal activity after use in the leaves and on the ground. They can be used with an especially good success in the fight against insects harmful to plants, such as, for example, against larvae of the horseradish leaf beetle (Phaedon cochieariae), against the larvae of the green rice cicada (Nephotettix). cinticeps) and against the larvae of the green leaf louse of the peach tree (Myzus persicae).

The active compounds according to the invention can also be used as defoliants, desiccants, agents for removing broadleaf plants and, especially, for destroying weeds. By weeds, in the broadest sense, we must understand the plants that grow in places where they are unwanted. The fact that the substances according to the invention act as total or selective herbicides depends essentially on the amount used. The doses necessary for combating weeds of the active compounds according to the invention are between 0.001 and 10 kg / ha, preferably between 0.005 and 5 kg / ha. The active compounds according to the invention can be used, for example, in the following plants: Dicotyledonous weeds of the following types: Sinapis, Lepidium, Galium, Stellaria, Matricaria, Anthemis, Galinsoga, Chenopodium, Sole, Senecio, Amaranthus, Portulaca, Xanthium , Convolvulus, Ipomoea, Polygonum, Sesbania, Ambrosia, Cirsium, Carduus, Sonchus, Solanum, Rorippa, Rotala, Lindemia, Lamium, Veronica, Abutilon, Emex, Datura, Viola, Geleopsis, Papaver, Centaurea, Trifolium, Ranunculus, Taraxacum. Dicotyledonous crops of the classes: Gossypium, Glycine, Beta, Daucus, Phaseolus, Pisum, Solanum, Linum, Ipomoea, Vicia, Nicotiana, Lycopersicon, Arachis, Brassica, Lactuca, Cucumis and Cucurbita. Bad monocotyledonous herbs of the following kinds: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Oats, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum , Ischaemum, Sphenoclea, Dactuloctenium, Agrotis, Alopecurus, Apera. Cultures of monocotyledonous classes: Oryza, Zea, Triticum, Hordeum, Avena, Sécale, Sorghum, Panicum, Saccharum, Ananas, Asparagus, Allium. The use of the active compounds according to the invention is, however, not limited in any way to these classes, but extends in the same way also to other plants. The compounds are suitable, depending on the concentration, to completely combat the weeds, for example, in industrial and road installations and in roads and squares, with and without tree growth. Likewise, the compounds can be used to control weeds in permanent crops, for example, in forest installations, ornamental trees, fruit trees, vineyards, citrus trees, walnut trees, bananas, coffee, tea, gum tree, oil palms, cocoa, berries and hops, on ornamental and sports paths and surfaces for meadows and to selectively control weeds in mono-annual crops. The active compounds according to the invention are very suitable for the selective control of monocotyledonous weeds in dicotyledonous cultures both in the pre-emergence procedure and in the post-emergence process. They can be used, for example in cotton or sugar beets with a very good success to combat weeds. The active ingredients can be converted into the customary formulations, such as solutions, emulsions, sprayable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active compound , as well as micro-encapsulations in polymer materials. These formulations are prepared in known manner, for example, by mixing the active ingredients with extender materials, that is, with liquid solvents and / or liquefied gases or solid diluents, if appropriate, using surfactants, that is, emulsifiers and / or or dispersants and / or foam generating means. When using water as a filler, it is also possible, for example, to use organic solvents as auxiliary solvents. The following are particularly suitable liquid solvents: aromatic hydrocarbons, such as xylene, toluene, or alkyl naphthalenes, the golden aromatic hydrocarbons and the golden aliphatic hydrocarbons, such as the chlorobenzenes, chloroethylenes or methylene chloride, the aliphatic hydrocarbons, such as cyclohexane or the paraffins, for example, the petroleum fractions crude, alcohols, such as butanol, or glycol, as well as their esters and ethers, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethylsulfoxide as well as water. Suitable solid excipients are, for example, ammonium salts and natural mineral flours, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and molten synthetic minerals, such as highly dispersed silicic acid, aluminum and silicates, as solid excipients for granulates broken and fractionated natural minerals such as calcite, marble, pumice, sepiolite, dolomite, as well as synthetic granules of inorganic and organic flours, as well as granulates of organic materials, such as sawdust, can be used. coconut husks, corn ears and tobacco stems; as emulsifiers and / or foam generators, the non-ionogenic and anionic emulsifiers, such as polyoxyethylenated fatty acid esters, polyoxyethylenated fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyltulphates, arylsulfonates, and the products of hydrolysis of albumin; Suitable dispersants are, for example, lignin sulfite residual liquors and methylcellulose. Adhesives such as carboxymethylcellulose, natural and synthetic polymers powdery, granulated or in the form of latex, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, as well as natural phospholipids, such as cephalin and lecithin and synthetic phospholipids can be used in the formulations. Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, Prussian blue, and organic dyes, such as alizarin dyes, azo dyes, and metal phthalocyanine dyes and trace nutrients, such as sodium salts, can be employed. iron, manganese, boron, copper, cobalt, molybdenum and zinc. The formulations generally contain between 0.1 to 95% by weight of active compound, preferably between 0.5 and 90% by weight and, preferably, extenders and / or surfactants.

The active compound according to the invention can be present in its commercially available formulations as well as in the forms of application prepared from these formulations, in admixture with other active ingredients, such as insecticides, bait products, sterilants, acaricides, nematicides, fungicides, growth regulators or herbicides. Insecticides include, for example, esters of phosphoric acid, carbamates, esters of carbonic acid, golden hydrocarbons, phenylureas, products produced by means of microorganisms, etc. Especially suitable mixing components are, for example, the following products: Fungicides: 2-Aminobutane; 2-anilino-4-methyl-6-cyclopropylpyrimidine; 2 ', 6 * -dibromo-2-methy1-4' -trifluoromethoxy-4'-trifluoromethyl-1,3-thiazole-5-carboxanilide; 2, 6-dichloro-N- (4-trifluoromethyl-benzyl) benzaide; (E) -2-methoxyimino-N-methyl-2- (2-phenoxyphenyl) acetamide; 8-hydroxyquinoline-linsulfate; methyl- (E) -2-. { 2- [6- (2-Cyanophenoxy) pyrimidin-4-yloxy] phenyl} -3-methoxy-acrylate; methyl- (E) -methoxyimino [alpha- (o-tolyl-oxy) -o-tolyl] acetate; 2-Phenylphenol (OPP), Aldimorph, Ampropylfos, Anilazin, Azaconazole, Benalaxyl, Benodanil, Benomyl, Binapacryl, Biphenyl, Bitertanol, Blasticidin-S, Bromuconazole, Bupirimate, Buthiobate, Calcium Polysulfide, Captafol, Captan, Carbendazim, Carboxin, Chinomethionat (Quinomethionat), Chloroneb, Chloropicrin, Chlorothalonil, Chlozolinat, Cufraneb, Cymoxanil, Cyproconazole, Cyprofuram, Dichlorophen, Diclobutrazol, Diclofuanid, Diclomezin, Dicloran, Diethofencarb, Difenoconazole, Dimethirimol, Dimethomorph, Diniconazole, Dinocap, Diphenylamin, Dipyrithion, Ditalimphos, Dithianon, Dodin, Drazoxolon, Edifenphos, Epoxyconazole, Ethyrimol, Etridiazole, Fenarimol, Fenbuconazole, Fenfuram, Fenitropan, Fenpiclonil, Fenpropidin, Fenpropimorph, Fentinacetate, Fentinhydroxid, Ferbam, Ferimzone, Fluazinam, Fludioxonil, Fluoromide, Fluquinconazole, Flusilazole, Flusulfamide, Flutolanil, Flutriafol, Folpet, Fosetyl-Aluminum, Fthalide, Fuberidazole, Furalaxil, Furmecyclox, Guazatine, Hexachlorobenzene, Hexaconazole, Hymexazole, Imazalil, Imibenconazole, Iminoctadin, Iprobenfos (IBP), Iprodion, Isoprothiolan, Kasugamycin, copper compositions, such as; copper hydroxide, copper naphthenate, copper oxychloride, copper sulfate, copper oxine and mixture of Bordeux, Mancopper, Mancozeb, Maneb Mepanip.yrim, Mepronil, Metalaxyl, Metconazole, Methasulfocarb, Methfuroxam, Metiram, Metsulfovax, Myclobutanil, Nickel dimethyldithiocarbamate, Nitrothal-isopropyl, Nuarimol, Ofurace, Oxadixyl, Oxamocarb, Oxycarboxin, Perfurazoat, Penconazole, Pencycuron, Phosdiphen, Phthalid, Pimaricin, Piperalin, Polycarbamate, Polyoxin, Probenazole, Prochloraz, Procymidon, Propamocarb, Propiconazole, Propineb, Pyrazophos, Pyrefenox, Pyrimethanil, Pyroquilon, Quintozen (PCNB), Sulfur and sulfur compositions, Tebuconazole, Tecloftalam, Tecnazen, Tetraconazole, Thiabendazole, Thicyofen, Thiophanat-methyl, Thiram, Tolclophos-methyl, Tolylfluanid, Triadimefon, Triadimenol, Triazoxid, Trichlamid, Tricyclazol , Tride orph, Triflumizol, Triforin, Tritononazole, Validamycin A, Vinclozolin, Zineb, Ziram.

Bactericides: Bronopol, Dichlorophen, Nitrapyrin, nickel dimethyldithiocarbamate, Kasugamycin, Octhilinon, furancarboxylic acid, Oxytetracyclin, Probenazole, Streptomycin, Tecloftalam, copper sulfate and other copper preparations. Insecticides / Acaricides / Nematicides: Abamectin, AC 303 630, Acephat, Acrinathrin, Alanycarb, Aldicarb, Alphamethrin, Amitraz, Avermectin, AZ 60541, Azadirachtin, Azinphos A, Azinphos M, Azocyclotin, Bacillus • thuringiensis, Bendiocarb, Benfuracarb, Bensultap Betacyfluthrin, Bifenthrin, BPMC, Brofenprox, Bromophos A, Bufencarb, Buprofezin, Butocarboxin, Butylpiridaben,. Cadusafos, Carbaryl, Carbofuran, Carbophenothion, Carbosulfan, Cartap, CGA 157419, CGA 184699, Chloethocarb, Chlorethoxyphos, Chlorfenvinphos, Chlorfluazuron, Chlormephos, Chlorpyrifos, Chlorpyrifos M, Cis-Resmethrin, Clocythrin, Clofentezin, Cyanophos, Cycloprothrin, Cyfluthrin, Cyhalothrin, Cyhexatin, Cvpermethrin, Cyromazin, Deltamethrin, Demeton M, Demeton 5, Demeton-S-methyl, Diafenthiuron, Diazinon, Dichlofenthion, Dichlorvos, Diciphos, Dicrotophos, Diethion, Diflubenzuron, Dimethoat, Dymethylvinphos, Dioxathioin, Disulfoton, Edifenphos, Emamectin, Esfenvalerat, Bthiofencarb, Ethion, Ethofenprox, Ethoprophos, Etrimphos, Fenamiphos, Fenazaquin, Fenbutatinoxid, Fenitrothion, Fenobucarb, Fenothiocarb, Fenoxycarb, Fenpropathrin, Fenpyrad,. Fenpyroximat, Fenthion, Fenvalerate, Fipronil, Fluazinam, Flucycloxuron, Flucythrinat, Flufenoxuron, Flufenprox, Fluvalinate, Fonophos, Formothion, Fosthiazat, Fubfenprox, Furathiocarb, HCH, Heptenophos, Hexaflumuron, Hexythiazox, Imidacloprid, Iprobenfos, Isazophos, Isofenphos, Isoprocarb, Isoxathion, Ivemectin, Lamda-cyhalothrin, Lufenuron, Malathion, Mecarbam, Mervinphos, Mesulfenphos, Metaldehyd, Methacrifos, Methamidophos, Methidathion, Methomyl, Metolcarb, Milbemectin, Monocrotophos, Moxidectin, Naled, NC 184, NI 25, Nitenpyram Omethoat, Oxamyl, Oxydemethon M, Oxydeprofos, Parathion A, Parathion M, Permethrin, Phenthoat, Phorat, Phosalon, Phosmon, Phosphamdon, Phoxim, Pirimicarb, Pirimiphos M, Primiphos A, Profenofos, Promecarb, Propaphos, Propoxur, Prothiophos, Prothoat, Pymetrozin, Pyrachlophos, Pyradaphenthion, Pyresmethrin, Pyrethrum, Pyridaben, Pyrimidifen, Pyriproxiten, Quinalphos. RH 5992. Salition, Sebufos, Silafluofen, Sulfotep, Sulprofos, Tebufenozid, Tebufenpyrad, Tebupirimphos, Teflubenzuron, Tefluthrinrin, Temephos, Terbam, Terbufos, Tetrachlorvinphos, Thiafenox, Thiodicarb, Thiofanox, Thiomethon, Thionazin, Thuringiensin, Tralomethrin, Triarathen, Triazophos, Triazuron , Trichlorfon, Triflumuron, Trimethacarb, Vamidothion, XMC, Xylylcarb, YI 5301/5302, Zetamethrin. Herbicides: For example, anuidas, such as Diflufenican and Propanil; arylcarboxylic acids, such as dichloropicolinic acid, Dicamba and Picloram; aryloxyalkanoic acids, such as, for example, 2,4 D, 2,4 DB, 2,4 DP, Fluroxypyr, MCPA, MCPP and Triclopyr; esters of aryloxyphenoxyalkane acids, such as Diclofop-methyl, Fenoxaprop-ethyl, Fluazifop-butyl, Halaxyfop-methyl and Quizalofopethyl; azinones, such as for example Chloridazon and Norflurazon; carbamates, such as for example Chlorpropham; Desmedipham, Phenmedipham and Propham; chloroacetanilides, such as for example Alachlor, Acetochlor, Butachlor, Metazachlor, Metolachlor, Pretilachlor and Propachlor; dinitroanilines, such as for example Oryzalin, Pendimethalin and Trifluralin; diphenylethers, such as for example Acifluorfen, Bifenox, Fluoroglycofen, Fomesafen, Halosafen, Lactofen and Oxyfluorfen; ureas, such as for example Chlortoluron, Diuron, Fluometuron, Isoproturon, Linuron and Methabenzothiazuron; hydroxylamines, such as for example Alloxydim, Cletodim, Cycloxydim, Sethoxydim and Tralkoxydim; imidazolinones, such as, for example, Imazethapyr, Imazemethabenz, Imazapyr and Imazaquin; nitriles, such as for example Bromoxynil, Dichlobenil and Ioxynil; Oxyacetamides, such as for example Mefenacet; sulfonylureas, such as for example Amidosulfuron, Bensulfuron-methyl, Chlorimuron-ethyl, Chlorsulfuron, Cinosulfuron, Metsulfuron-methyl, Nicosulfuron, Primisulfuron, Pyrazosulfuron-ethyl, Ti fensul furon-methyl, Triasulfuron and Tribenuron-methyl; thiolcarbamates, such as for example Butylate, Cycloate, Diallate, EPTC, Esprocarb, Molinate, Prosulfocarb, Thiobencarb and Triallate; triazines such as, for example, Atrazin, Cyanazin, Simazin, Simetryna, Terbutryne and Terbutylazin; triazinones, such as for example Hexazinon, Metamitron and Mmetribuzin; others, such as. for example Aminotriazole, Benfuresate, Bentazone, Cinmethilin, Clomazone, Clopyralid, Difenzoquat, Dithiopyr, Ethofumesate, Fluorchloridone, Glufosinate, Gliphosate, Isoxaben, Pyridate, Quinchlorac, Quinmerac, Sulphosate and Tridiphane. The active compound according to the invention can be present in its commercially available formulations as well as in the application forms prepared from these formulations in a mixture with synergists. The synergists are the compounds by which the effect of the active products is increased, without the synergistic aggregate having to be active in itself. The active ingredient content of the application forms prepared from the commercially available formulations can vary within wide limits. The active compound concentration of the application forms can be between 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight. The application is carried out in a manner adapted to the forms of application. In the use against hygiene pests and stored products, active products are characterized by an excellent residual effect on wood and clay as well as good stability to alkalis on limed substrates. The active compounds according to the invention are not only active against plant pests, hygiene and stored products, but also in the field of veterinary medicine against animal parasites. (ectoparasites) such as hard ticks, soft ticks, scabies mites, migratory mites, flies (suckers and mincers), fly parasitic larvae, lice, hair nits, feathered nits and fleas. To these parasites belong: From the order of the anopluros, for example Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp.

From the order of the allophages and the amblycerine suborders as well as the ischiorocerins, for example Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp. .. Of the order of the dipterans and of the nematocerine suborders as well as brachycerins, for example Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomya spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp. ., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp. From the order of the siphonapterids, for example Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp. From the order of the teropterids, for example Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp.

From the order of the blataridos, for example Blatta orientalis, Periplaneta americana, Blattella germanica, Supella spp. From the sub-class of mites (Acarida) and the order of the meta- as well as estest igmatos, for example Argas spp., Ornithodorus spp., Otabius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemaphysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp. ., Varroa spp .. From the order of the actinedides (Prostigmata) and acaridids (Astigmata), for example Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psoresgates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp. ,, Laminosioptes spp .. The active compounds according to the invention of the formula (I) are also suitable for the fight against arthropods, which attack useful animals in agriculture such as, for example, cows, lambs, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese, bees, etc. domestic animals such as, for example, dogs, cats, game birds, aquarium fish as well as so-called test animals, such as, for example, hamsters, guinea pigs, rats and mice, by fighting against these arthropods avoid cases of death and reductions in performance (in the case of meat, milk, wool, skins, eggs, honey, etc.), so that, by using the active products according to the invention, maintenance of the products is possible. more economic and simple animals. The application of the active compounds according to the invention is carried out in the veterinary field in a known manner by enteral administration in the form of, for example, tablets, capsules, beverages, dragees, granules, pastes, bolis, by means of the process through the "feed-through" food, of suppositories, by parenteral administration, such as, for example, by injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc), implants, by nasal application, by application to the form, for example of immersion or bath (Dippen), spray (Spray), surface watering (Pour-on and Spot-on ), washing, dusting as well as with the aid of molded bodies containing the active product such as collars, ear tags, tail tags, limb bands, halters, marking devices, etc. When they are used for domestic livestock, birds, domestic animals etc. the active compounds (I) can be used as formulations (for example powders, emulsions, agents capable of spreading), containing the active compounds in amounts of 1 to 80% by weight, directly or after dilution of 100 to 10,000, or they can be used as a chemical bath. Furthermore, it has been found that the compounds according to the invention of the formula (I) show a high insecticidal effect against insects, which destroy industrial materials. By way of example and preferred, but without limitation, the following insects may be mentioned: Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpine, Lyctus brunneus, Lyctus africanus , Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis; Xyleborus spec., Tryptodendron spec., Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec., Dinoderus minutes. Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur. Termites, such as Kaloter is flavicollis, Cryptotermes brevis, Heterotermes indicala, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus. Thysanides, such as Lepisma saccarina. By industrial materials, non-living materials will be understood in the present context, such as, preferably, synthetic materials, glues, glues, paper and cardboard, leather, wood and wood processing products and paints. In a very special way, the materials to be protected against attack by insects are made of wood and wood products. . For wood and wood processing products, which can be protected by means of the agents according to the invention or of the mixtures containing them, it should be understood, for example: construction wood, wooden beams, railway sleepers, parts for bridges, boat ribs, wooden vehicles, boxes, pallets, containers, telephone poles, wooden coverings, wooden windows and doors, wooden plywood, plywood boards, carpentry works or wood products, which find application, in a very general way, at home or in the construction industry. The active compounds can be used as such, in the form of concentrates or customary formulations in general, such as powders, granules, solutions, suspensions, emulsions or pastes. Said formulations can be prepared in a manner known per se, for example by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersants and / or binder or binding agent, water repellent, optionally drying agents and stabilizers. against UV and, if necessary, dyes and pigments as well as other processing aids. The insecticidal agents or concentrates to be used for the protection of wood and wood materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, especially 0.001 to 60% by weight. The amounts of the agents or concentrates used depend on the type and origin of the insects and the environment. The optimum application quantities can be determined respectively by means of series of tests prior to the application. In general, however, it is sufficient to employ from 0.0001 to 20% by weight, preferably from 0.001 to 10% by weight of the active product, based on the material to be protected. A solvent or a mixture of organochemical solvents and / or a solvent or mixture of organo-chemical, oleaginous or oil-like solvents which are difficult to volate and / or a solvent or mixture of polar organochemical solvents serves as solvent and / or diluent. and / or water and, if appropriate, an emulsifier and / or humectant. The organochemical solvents used are preferably oleaginous or oleaginous solvents, with an evaporation value above 35 and a flame point above 30 ° C, preferably above 45 ° C. By way of such water-insoluble, oil-soluble or oleaginous-type solvents which are difficult to volatile, corresponding mineral oils or their aromatic fractions or mixtures of solvents containing mineral oils, preferably benzine for tests, petroleum and / or alkylbenzene, will be used. Advantageously, mineral oils with a boiling range of 170 to 220 ° C, benzine for tests with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatic hydrocarbons with a boiling range of 160 to 280 ° C, terpene oil and the like. In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C and / or oil for use are used. spindles and / or monochloronaphthalene, preferably monochloronaphthalene. Hard-volatile organic solvents, oleaginous or oleaginous, with an evaporation index above 35 and with a flame point above 30 ° C, preferably above 45 ° C, can be partially replaced by light-weight or medium-volatility organic solvents, provided that the solvent mixture has an evaporation value above 35 and a flame point above 30 ° C, preferably above 45 ° C, and that the insecticidal-fungicidal mixture is soluble or emulsifiable in this mixture of solvents. According to a preferred embodiment, a part of the solvent or mixture of organochemical solvents or a solvent or mixture of aliphatic, polar organochemical solvents is replaced. Preference is given to using aliphatic organochemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ether, esters or the like. As organic-chemical binders, synthetic resins and / or setting drying oils, known per se, dilutable with water and / or soluble or dispersible or emulsifiable in the organic-chemical solvents used, will be used within the scope of the present invention. especially binders consisting of or containing acrylic resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indeno-coumaron resin, silicone resin, vegetable drying and / or drying oils and / or physical drying binders based on a natural and / or synthetic resin. The synthetic resin, used as a binder, can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In a complementary manner, dyes, pigments, water-repelling agents, odor correctors and inhibitors or anticorrosive agents known per se and the like can be used. It is preferred to use at least one alkyd resin or a modified alkyd resin and / or a drying vegetable oil in the medium or concentrate according to the invention as an organochemical binder. Preferably, alkyd resins having an oil content greater than 45% by weight, preferably from 50 to 68% by weight, are preferably used according to the invention. The aforementioned binder can be partially or completely replaced by a fixing agent (mixture) or by a plasticizer (mixture). These additives should avoid volatilization of active products as well as crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are of the chemical class of phthalic acid esters such as dibutyl, dioctyl or benzylbutyl phthalate, phosphoric acid esters, such as tributyl phosphate, adipic acid esters, such as di- (D-adipate). 2-ethylhexyl), stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerin ethers or high molecular weight glycol ethers, glycerin esters as well as esters of p-toluenesulfonic acid. Fixative agents are chemically based on polyvinylalkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone, ethylenebenzophenone. Suitable as solvent or diluent is water, if appropriate mixed with one or more of the aforementioned solvents or diluents, emulsifier and organochemical dispersants. Especially effective protection of the wood is achieved by impregnation processes on an industrial scale, for example vacuum processes, double vacuum or pressure. The ready-for-application agents can optionally contain other insecticides and, if appropriate, one or more additional fungicides.

The insecticides and fungicides mentioned in WO 94/29 268 are preferably used as additional components of the mixture. The compounds mentioned in this document are expressly an integral part of the present application. Insecticides, such as Chlorpyriphos, Phoxim, Silafluofin, Alphamethrin, Cyfluthrin, Cypermethrin, Deltamethrin, Permethrin, Imidacloprid, NI-25, Flufenoxuron, Hexaflumuron and Triflumuron, as well as fungicides such as Epoxiconazole, Hexaconazole, are considered as particularly preferred mixing components. , Azaconazole, Propiconazole, Tebuc'onazole, Cyproconazole, Metconazole, Imazalil, Dichlorfluanid, Tolylfluanid, 3-iodo-2-propynyl-butylcarbamate, N-octyl-isothiazolin-3-one and 4,5-di-chloro-N-octylisothiazolin -3-ona. The preparation and use of the active compounds according to the invention is apparent from the following examples.

E jmplo I-la-1 1.93 g of the aforementioned bromine compound are combined in 20 ml of 1,2-dimethoxyethane at 20 ° C, with 1.6 g of 4-trifluoromethoxyphenylboronic acid and 0.29 g of tetrakis (trisphenylphosphine) palladium. It is stirred for 15 minutes at 20 ° C, 15 ml of 20% sodium carbonate solution are added and the mixture is stirred at 80 ° C for one day. The solution is filtered and extracted with ethyl acetate. The aqueous phase is acidified at 0 to 10 ° C with concentrated hydrochloric acid, concentrated in vacuo to dryness and the residue chromatographed with methylene chloride / ethyl acetate 3: 1, eluent on silica gel. Yield 0.40 g (17% of theory); melting point: 143 ° C.

Example I-la-14 To a total of 2.6 g of potassium tert-butylate in 7 ml of absolute dimethylformamide (DMF), at 80 ° C, 4.42 g of the compound according to example (11-10) in 9 ml of absolute DMF are added dropwise. and is stirred at this temperature until the reaction is complete (controls by thin layer chromatography (DC)). After cooling, 90 ml of ice water are added and acidified to pH 2 at 0 ° C to 10 ° C with concentrated hydrochloric acid. It is filtered off with suction, washed with ice water, dried and boiled with methyl-tert. -butyl ether (MTBE) / n-hexane. ' Yield 2.81 g (68% of theory), melting point: 204 ° C. Analogously to that of the examples (I-1-a- and I-1-a-14) and according to the general indications for obtaining the compounds of the formula I-1-a, the following compounds were prepared: * Prepared by the way of copulation according to Suzuki nanera analogous to that of example 1-1-a-1.

Example I-1-b-1 To 1 g of the compound according to the example (Ila-16) and 0.5 ml of triethylamine in 30 ml of ethyl acetate (EE), under reflux, 0.4 ml of isobutyryl chloride are added and stirred until the reaction is complete (controls DC). It is concentrated by evaporation and purified by chromatography on silica gel. Eluent methyl chloride / EA 10/1. Yield 0.15 g (11% of theory), melting point: 201 ° C. Analogously to the example (I-1-b-1) and in accordance with the general indications for obtaining the compounds of the formula (I-1-b), the following compounds were prepared: Example I-1-c-1 To 1 g of the compound according to example (I-1-to-16) and 0.5 ml of triethylamine in 30 ml of methylene chloride at 0 ° C, 0.35 g of ethyl chloroformate are added and stirred for 1 day at 20 ° C. It is concentrated by evaporation and the residue is purified by chromatography on silica gel. Eluent methyl chloride / EA 10/1. Yield 0.12 g, melting point: 194 ° C.

Analogously to the example (I-1-c-1) and in accordance with the general indications for obtaining the formula (I-1-c), the following compounds are prepared: Example II-l g of the compound according to example (XXVII-5) and 7.6 ml of thionyl chloride are heated at 80 ° C until gas evolution is complete. The excess thionyl chloride is removed, the residue is taken up in 20 ml of acetonitrile (solution 1) 4.61 g of the compound are arranged in 20 ml of acetonitrile, add 6.1 g of ground potassium carbonate, add solution 1 dropwise at 0-10 ° C and stir for an additional 1 hour at room temperature. The mixture is poured into 250 ml of ice water, extracted with methylene chloride, washed with 0.5 N HCl and concentrated by evaporation. The residue is chromatographed on silica gel (eluent methylene chloride / EA 3/1), yield 5 g, melting point: 91 ° C.

Analogously to Example II-1 and according to the general indications for obtaining the compounds of formula (II), the following examples of formula (II) are prepared: Example (I-2-a-l) To 1.55 g of the aforementioned bromine compound, obtainable according to the examples of WO 97/36868, 0.73 g of 4-chlorophenylboronic acid and 0.27 g of tetrakis-triphenylphosphine palladium in 120 ml of dimethoxyethane, 19.5 ml of a solution of 20% sodium carbonate and stirred for 4 hours at 80 ° C. It is combined with IN NaOH and extracted twice with ether. The alkaline phase is filtered and acidified with dilute hydrochloric acid. It is separated by filtration by suction and dried. Yield 0.36 g, melting point 260-263 ° C. The examples of the formula (I-2-a) are prepared analogously to that of Example I-2-a or according to the general indications for the preparation of the compounds of the formula (I-2-a). following: Example I-2-b-l 0.125 g (0.3 mmol) of the compound l-2-a-2 are placed in absolute methylene chloride with 0.04 g (0.36 mmol) of triethylamine and 0.04 g (0.36 mmol) are added dropwise at 0-10 ° C. ) of isobutyryl chloride. The mixture is stirred overnight then washed once with 10% citric acid and once with 10% sodium hydroxide solution, the organic phase is dried and concentrated by evaporation. Yield: 0.1 g oil. XH-NMR (300 MHz, CDCl 3): d = 2.06, 2.07 (2s, 3H, Ar CH 3) 2.24, 2.25 (2s, 3H, Ar CH 3), 2.61 (m, 1H) , CH (CH3) 2), 3.35 3.40 (2s, 3H, OCH3), 7, 09 (s, 2H, ArH), 7.16, 7.19 (AA ', BB', ÍH, Ar-H), 7.35-7.37 (AA ', BB', 2H, ArH).

E jmplo I -2 -c- l.

Obtaining analogous to that of Example I-2-b-1 by reacting the compound according to the example I-2-a-2 with ethyl chloroformate. Oil. XH-NMR (300 MHz, CDC13): d = 1.10 (t, 3H, 0-CH2CH3), 2.08 (2s, 3H, Ar CH3), 2.24, 2.25 (2s, 3H, ArCH3); 3.36, 3.40 (2s, 3H, OCH3), 7.11 (2s, 2H, ArH), 7.18, 7.21 (AA ', BB', 2H, ArH), 7.35, 7 , 38 (AA ', BB', 2H, ArH). Example I-3-a-l. 44 g of the compound according to example IV-1 and 92 ml of trifluoroacetic acid in 210 ml of toluene are heated overnight at reflux. It is concentrated by evaporation and the residue is taken up in 600 ml of water and 200 ml of MTBE. By addition of NaOH it is adjusted to pH 14 then extracted twice with MTBE. The aqueous phase is added dropwise in 1 liter of IN HCl. It is stirred for 2 hours, extracted with methylene chloride and concentrated by evaporation. For purification, the residue is stirred with approximately 200 ml of MTBE / cyclohexane 8/1, filtered off with suction and dried. Yield 5.9 g, melting point 232-235 ° C. Analogously to the example (I-3-a-1) or according to the general indications for obtaining the compounds of the formula (I-3-a), the following compounds are obtained: (I-3-a) Example I-3-b-l Obtaining analogous to that of example I-2-b-1 by reaction of the compound according to example I-3-a-2 with isovaleryanyl chloride. XH-NMR (400 MHz, d6-DMSO): d = 0.9 (d, 6H, CH 3), 1.2-2.20 (m, 10H, cyclohexyl-H); 2.1.2.2 (s, 6H, 2 x Ar-CH3); 6.85-7.5 (m, 6H, ArH) ppm.

Example 1-3-c-l Obtaining analogous to that of Example I-2-c-1 by reaction of the compound according to Example I-3-a-3 with ethyl chloroformate. Oil. XH-NMR (400 MHz, d6-DMS0): d = 0.95 (t, 3H, CH2CH3); 1.3-1.9 (m, 10H, cyclohexyl-H); 1.9 (s, 3H, ArCH3); 2.1 (s, 6H, 2 x Ar-CH3); 4.0 (g, 2H, OCH2); 7.0-7.5 (m, 5H, Ar-H) ppm.

Analogously to the example (I-3-c-1) or according to the general indications for obtaining the compounds of the formula (I-3-c), the following compounds are obtained: Example IV-1 A: 15 g (53.5 mmoles) of the compound are transformed usually with 9.63 g (80.3 mmoles) of thionyl chloride in the corresponding acyl chloride and dissolved in 30 ml of tetrahydrofuran (THF).

B: 45.8 ml (96.3 mmoles, 1.1 equivalents) of lithium diisopropylamide solution (LDA) in 100 ml of THF at 0 ° C, 27 g (87.5 mmoles) of the compound according to example XXXII- are added dropwise. 2, it is stirred for 30 minutes at this temperature, then the solution prepared in A is added dropwise. Without cooling, it is stirred for an additional hour. 300 ml of MTBE and a few drops of water are added, washed twice with 300 ml each of 10% NH C1 solution and concentrated by evaporation. Performance 44g. Oil. XH-NMR (400 MHz, d6-DMS0): d = 1.2-2.0 (m, 10H, cyclohexyl-H); 2.25 (s, 3H, Ar-CH3); 3.1 (dd, 2H, SCH2); 3.6-3.7 (s, 6H, 2xOCH3); 6.7-7.7 (m, 12H, Ar-H) ppm.

Implo I -7-a-1 .3 g (12.8 mmol) of the compound according to example Xl are placed in 20 ml of DMF, combined with 2.2 g (19.2 mmol, 1.5 equivalents) of potassium tert-butylate and heated for 1 hour at 80 ° C ( controls by DC).

The mixture is then allowed to slowly penetrate into approximately 0.6 liters of IN HCl (under refrigeration), it is separated by suction filtration and dried. Yield 4.85 g, mp 224-226 ° C.

Analogous to the example (I-7-a-1) or in accordance with the general indications for obtaining the compounds of the formula (I-7-a), the following compounds are prepared: Example I-7-b-l.

Obtaining analogous to that of example (I-2-b-1) by reaction of the compound according to example (I-7-a-1) with isovaleryanyl chloride. Yield 1.26 g of an oil. 1 H-NMR (400 MHz, d 6 -DMSO): d = 0.95 (d, 6H, 2xCH-CH 3): 1.2-1.8 (m, 10H, cyclohexyl-H); 2.1-2.2 (s, 6H, 2xAr-CH3); 6.8-7.5 (m, 6H, Ar-H) ppm.

Example I-7-c-1 Obtaining analogous to that of example (I-2-c-1) by reaction of the compound according to example (I-7-a-3) with ethyl chloroformate. Yield 1.3 g. Wax. ^ -NMR (400 MHz, d6-DMSO): d = 1.2 (t, 3H, CH2CH3); 1.3-1.8 (m, 10H, cyclohexyl); 1.65, 1.9, 2.05 (s, 3x3H, Ar-CH3); 3.05 (bs, 2H, cyclopentyl CH2); 4.2 (q, 2H; OCH2); 7.0-7.5 (m, 5H, Ar-H). Analogous to the example (I-7-c-1) or in accordance with the general indications for obtaining the compounds of the formula (I-7-c), the following compounds are obtained: Example X-l 24 g of crude product of the compound according to example (XXXVIII-1) are heated in 140 ml of acetone with 8.2 g of potassium carbonate and 25.4 g of methyl iodine for 16 hours under reflux. It is filtered, concentrated by evaporation and the residue is purified on silica gel: eluent, methylene chloride / petroleum ether 2/1, finally pure ethylene chloride. Yield 5.6 g. 1 H-NMR (400 MHz, d 6 -DMSO): d = 1.2-1.8 (m, 10H, cyclohexyl H); 2.1-2.2 (s, 6H, 2xArCH3); 2.9-3.8 (s, 4H; 2xCOCH2); 3.5 (s, 3H, OCH3); 6.95-7.5 (s, 6H, Ar-H) ppm.

Example XXXVIII-l A solution of 17.9 g of the compound according to Example XXXII-1 at -15 ° C is added dropwise to a solution of 30 ml of LDA solution (2 m, 1.1 equivalents) in 60 ml of THF, and Stir for 1 hour at 0 ° C. Subsequently, a solution of 6.1 g of the compound according to example XLI-1 in 10 ml of THF is added dropwise at -15 ° C. It is stirred for 2 hours at room temperature, 100 ml of water and 24 g of ammonium chloride are added and acidified with concentrated HCl. The intermediate product is extracted with ether. It is concentrated by evaporation and the residue is heated for 2 days with 60 g of KOH in 220 ml of water. After cooling, it is acidified with concentrated HCl and extracted with ether. The crude product is then reacted without further purification. Yield 24 g.

Example XLI-1 100 g of the compound are heated overnight in 500 ml of acetic anhydride under reflux. It is concentrated by evaporation, dissolved in a little methylene chloride and combined with n-hexane. It is left in the refrigeration cabinet overnight, separated by filtration by suction and dried. Yield 74.8 g. Example I-8-a-l. 2.1 g of the compound according to example (XI-1) in 10 ml of DMF, 0.95 g of potassium tert-butylate are added and heated for 2 hours at 80 ° C. Under ice-cooling, the mixture is slowly allowed to penetrate approximately 1 liter of IN NCI and the precipitate is filtered off with suction. 1 H-NMR (400 MHz, d 6 -DMS0): d = 1.1 (s, 6H, C-CH 3); 1.85 (, 2H, COCH2CH2); 2.0 (s, 3H, ArCH3); 2.65 (m, 2H, COCH2); 7.1-7.6 (m, 7H, Ar-H) ppm.

Analogous to that of Example I-8-a-1 or according to the general indications for obtaining the compounds of the formula (I-8-a), the following compounds are obtained: Example I-8-b-l.

Obtaining analogous to that of the example (I-2-b-1), by reacting the compound according to example I-8-a-2 with isovaleryanyl chloride. Oil. XH-NMR (400 MHz d6-DMSO): 1.1 (d, 6H, 2xCH-CH3); 1.1 (s, 6H, 2xCCH3); 1.65 (m, ÍH, CHCH3); 2.0 2.2 (s, 6H, ArCH3); 6.7-7.5 (m, 6H, Ar-H) ppm. Example I-8-c-l.

Obtaining analogous to that of example (I-2-c-1), by compound according to (I-8-a-5) with ethyl chloroformate. aH-NMR (400 MHz d6-DMSO): d = 1.1 (t, 3H, CH2CH3); 1.14, 1.18 (s, 2x3H, C-CH3); 1.9, 2.0, 2.1 (s, 3x3H, ArCH3); 2.45 2.7 (d, 2x2H, cyclohexyl-CH2); 4.1 (q, 2H, OCH2); 7.0-7.5 (m, 5H, Ar-H) ppm.

Analogous to the example (I-8-c-1) or according to the general indications for obtaining the compounds of the formula (I-8-c), the following compounds are obtained.

Example XI-1. 38.2 g of the compound according to example XLII-1, 14.6 g of potassium carbonate and 45.25 g of methyl iodine in 250 ml of acetone are heated for 16 hours under reflux. It is filtered, concentrated by evaporation and the residue is purified on silica gel (eluent methylene chloride / petroleum ether 2/1, finally pure methylene chloride). Yield 2.1 g oil. XH-NMR (400 MHz d6-DMSO): 1.1 (s, 6H, 2xCCH3); 1.7 (m, 2H, COCH2CH2); 2.15 (s, 3H, ArCH3); 2.55 (, 2H, C0CH2CH2); 3.55 (s, 3H, OCH3); 7.2-7.2 (m, 7H, Ar-H) ppm.

Example X II-1 To a solution of 60 ml of LDA solution (2 molar, 1.1 equivalents) in 120 ml of THF, at -15 ° C, a solution of 34 g of the compound according to example XXXII- is added dropwise. 2 in 30 ml of THF and stirred for a further 1 hour at 0 ° C. Then a solution of 10.3 g of 2,2-dimethylglutaric acid anhydride in 20 ml of THF is added dropwise at -15 ° C. It is stirred for 2 hours at room temperature, then 180 ml of water and 48 g of ammonium chloride are added, acidified with concentrated HCl and the intermediate product is extracted with ether. The ether is removed and the residue is heated with 120 ml of KOH in 400 ml of water for 2 days under reflux. After cooling, it is acidified with concentrated HCl and extracted with ether. The crude product remaining after removal of the ether is then reacted without purification, yield 38.4 g oil.

Example XXIV-1. 65.2 g of the compound according to example XXVII-2 are heated in 55 ml of thionyl chloride at 70 ° C until the gas evolution is complete. Excess thionyl chloride is removed and the residue distilled under high vacuum. Yield: 32 g, melting point 46 ° C. Analogous to that of the example (XXIV-1) or according to the general indications for obtaining the compounds of the formula (XXIV), the following compounds of the formula (XXIV) are obtained: * The compounds were used without further purification to obtain the compounds of the formula (II) or (III). Example XXVII-1.

They were added, drop by drop, to 35 g of the compound according to example XXXII-1 in 280 ml of THF, 3.04 g of LiOH in 280 ml of water, add 10 ml of ethanol and stir overnight at room temperature. It is then concentrated by evaporation, the residue is combined with water and extracted with MTBE. The aqueous phase is acidified with concentrated HCl. It is separated by suction filtration and washed with hexane further. Yield: 21 g, mp 133 ° C. Analogously to the example (XXVII) or according to the general indications for obtaining the compounds of the formula (XXVII), the following compounds of the formula (XXVII) are obtained: Example XXXI1-1 Variant A. To 31 g of KOH in 1 liter of methanol, 54 g of the compound according to example XLV-1 are added and stirred overnight at room temperature. It is removed by suction filtration and washed with methanol further. The filtrate is concentrated by evaporation, the residue is combined with water and extracted with methylene chloride. The organic phase is concentrated by evaporation. Yield 10 g. Variant B. Heat to reflux overnight 96 g of methyl 3-bromo-4,6-dimethyl-phenylacetate, 65 g of 4-chlorophenylboronic acid and 1.5 g of bis (triphenylphosphine) palladium (II) chloride in 1 liter of dimethoxyethane and 700 ml of solution 1M Na2C03. It is distributed between water and EA, the organic phase is washed with saturated ammonium chloride solution, with water and with saturated common salt solution and concentrated by evaporation. Yield 61 g. 1 H-NMR (400 MHz, COCl 3) d = 2.21, 2.31 (2s, 6H, Ar-CH 3); 3.63 (s, 2H, CH2); 3.69 (s, 3H, OCH3); 7.03-7.1 (2s, 2H, Ar-H); 7.25, 7.38 (AA ', BB', 4H, Ar-H) ppm. Analogously to example (XXXII-1), variant B, or according to the general indications for obtaining the compounds of the formula (XXXII), the following compounds of the formula (XXXII) are obtained: (XXXII) Example XLV-1. 29.5 g of anhydrous cupric chloride (II) are introduced into the solution of 33 g of isopentyl nitrite in 120 ml of acetonitrile. Combine with 271 g of dichloroethane (vinylidene chloride) and then with 43 g of the compound according to Example XLVI-1 dissolved in acetonitrile and stir at room temperature until gas evolution is complete. It is then poured into 800 ml of 20% hydrochloric acid cooled with ice and extracted several times with MTBE. The organic phase is washed with 20% HCl and concentrated by evaporation. Yield 19 g. It was then directly reacted without purification.

Example XLVI-1 It is obtained from 3-bromo-4,6-dimethylaniline and 4-chlorophenylboronic acid by coupling according to Suzuki, which is carried out as in example XXXII-1, variant B. Yield 12 g. 1 H-NMR (400 MHz, CDC13): d = 2.12 (s, 3 H, Ar-CH 3), 2.18 (s, 3 H, Ar-CH 3), 3.35 (br, 2 H, NH 2), 6 , 53 (s, ÍH, Ar-H), 6.94 (s, ÍH, Ar-H), 7.23 (AA'BB ', 2H, Ar-H), 7.35 (AA'BB', 2H, Ar-H).

XLVI-2 Partide 3-bromo-6-methylaniline is obtained analogously. Melting point 184 ° C.

E ess Essay with Myzus. Solvent: 1 parts by weight of dimethylformamide Emulsifier: 1 Part by weight of alkylarylpolyglycole ter. To obtain a suitable preparation of the active compound, 1 part by weight of the active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated, which are strongly attacked by the green leaf pea of the peach leaf (Myzus persicae), by immersion in the preparation of active product of the desired concentration. After the desired time the destruction is determined in%. In this case 100% means that all the lice on the leaves were destroyed; 0% means that no leaf louse was destroyed.

In this test it shows, for example, the compound of the following preparation examples good activity: Table Insects harmful to plants Test with Myzus Table - Continuation Harmful insects for plants Test with Myzus Example Test with Phaedon larvae Solvent: 7 Parts by weight of dimethylformamide Emulsifier: 1 Part by weight of alkylaryl polyglycol ether.

To obtain a suitable preparation of the active compound, 1 part by weight of the active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by being dipped into the preparation of active compound of the desired concentration and are covered with larvae of the green horseradish beetle (Phaedon cochieariae), while the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all beetle larvae were destroyed; 0% means that no larvae of the beetle were destroyed. In this test it shows, for example, the compounds of the following preparation examples good activity: Table Insects harmful to plants Trial with Phaedon larvae Table - Continuation Harmful insects for plants Trial with Phaedon larvae Table - Continuation Harmful insects for plants Phaedon larvae test Example Test with Spodoptera frugiperda. Solvent: 7 parts by weight of dimethylformamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of the active compound, 1 part by weight of the active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by immersion in the preparation of active compound of the desired concentration and covered with caterpillars of the invasive worm (Spodoptera frugiperda), while the leaves are still moist. After the desired time the destruction is determined in%. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. In this test it shows, for example, the following compounds of the examples of obtaining good activity: Table Insects harmful to plants Test with Spodoptera frugiperda Table - Continuation Harmful insects for plants Test with Spodoptera frugiperda Active product Concentration Degree of product destruction in% active in% after 7 days Example I-l-a-0.1 0.1 100 Example I-l-a-6 0.1 100 Example I-l-a-7 0.1 100 Example Tetranychus test (OP-resistant / immersion treatment) Solvent: 7 parts by weight of dimethylformamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether.

To obtain a suitable preparation of the active compound, 1 part by weight of the active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water to the desired concentration.

Bean plants (Phaseolus vulgaris) are treated, which are strongly attacked by all the stages of development of the common red spider mite (Tetranychus urticae), by immersion in the preparation of the active product at the desired concentration.

After the desired time the destruction is determined in%. In this case 100% means that all red spider mites were removed; 0% means that no red spider mite has been removed. In this test they show, for example, the following compounds of the examples of obtaining good activity: Table Insects harmful to plants Tetranychus test (OP-resistant / immersion treatment) It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims

R E I V I N D I C A C I O N S

1. Compounds of the formula (I) characterized in that X stands for halogen, alkyl, alkoxy, alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkyl, haloalkoxy, haloalkenyloxy, nitro, cyano or means phenyl, phenoxy, phenylthio, phenylalkoxy or phenylalkylthio respectively substituted, Z means cycloalkyl, aryl or Heteryl substituted, if appropriate, respectively W and Y stand for hydrogen, halogen, alkyl, alkoxy, alkenyloxy, haloalkyl, haloalkoxy, haloalkenyloxy, nitro or cyano, CKE means one of the groups where A is hydrogen, alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, which may be substituted, if appropriate, by halogen, means saturated or unsaturated cycloalkyl, optionally substituted, in which at least one ring atom is replaced by an heteroatom or represents aryl, arylalkyl or hetaryl respectively substituted, if appropriate, by halogen, by alkyl, by haloalkyl, by alkoxy, by haloalkoxy, by cyano or by nitro, B means hydrogen, alkyl or alkoxyalkyl, or A and B together with the atom of carbon, to which they are linked, means a saturated or unsaturated cycle, and optionally contains at least one unsubstituted or substituted heteroatom, D means hydrogen or means a radical optionally substituted by the group consisting of alkyl, alkenyl, alkynyl , alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, saturated or unsaturated cycloalkyl, in which they are replaced in wherein one or more ring members are heteroatom, arylalkyl, aryl, hetarylalkyl or heteroaryl, or A and D together with the atoms they are attached to mean a saturated or unsaturated ring and optionally containing at least one heteroatom , in the case of CKE = (4) other), unsubstituted or substituted in part A, D or A and Q1 together mean alkanediyl or alkenodiyl substituted respectively by alkyl, hydroxy, alkoxy, alkylthio, cycloalkyl, benzyloxy or aryl, respectively substituted, or Q.sub.1 is hydrogen or alkyl, Q.sub.2 / Q.sub.4 / Q.sub.5 and Q.sub.β, independently of one another, are hydrogen or alkyl, Q.sub.3 is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl, optionally substituted cycloalkyl (being replaced in given a methylene group by oxygen or by sulfur) or optionally substituted phenyl, or Q3 and Q4 together with the carbon atom, to which they are bonded, mean a cyclic tured or unsaturated, which optionally contains a heteroatom, unsubstituted or substituted, G means hydrogen (a) or means one of the groups where E means a metal ion or an ammonium ion, L means oxygen or sulfur, M means oxygen or sulfur, RJ means alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl, substituted, where appropriate, by halogen or cycloalkyl optionally substituted by halogen, by alkyl or by alkoxy, which may be interrupted at least one heteroatom means phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl respectively substituted, where R 2 is alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl substituted, where appropriate, by halogen or means cycloalkyl, phenyl or benzyl substituted respectively given, R3, R4 and R5, independently of each other, mean alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio substituted, where appropriate, by halogen and signifying phenyl, benzyl, phenoxy or phenylthio substituted, if appropriate, and R6 and R7, independently ent "yes", they mean hydrogen, alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl substituted, where appropriate, by halogen, mean substituted phenyl, if appropriate, means benzyl substituted, if appropriate, or together with the N-atom, to which they are bonded, means a ring interrupted, if appropriate, by oxygen or by sulfur. 2. Compounds of the. Formula (I) according to claim 1, characterized in that X means halogen, alkyl with 1 to 6 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkenyloxy with 3 to 6 atoms carbon, alkylthio with 1 to 6 carbon atoms, alkylsulfinyl with 1 to 6 carbon atoms, alkylsulfonyl with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, haloalkenyloxy with 3 to 6 carbon atoms, nitro, cyano or phenyl, phenoxy, phenylthio, benzyloxy or benzylthio substituted, where appropriate, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by halogen with 1 to 4 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, by nitro or by cyano. Z means one of the remains V1 means hydrogen, halogen, alkyl having 1 to 12 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, alkylsulfinyl with 1 to 6 carbon atoms, alkylsulfonyl with 1 to 6 carbon atoms , halogenalkyl with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, nitro, cyano or means phenyl, phenoxy, phenoxy-alkyl with 1 to 4 carbon atoms, phenyl-alkoxy with 1 to 4 carbon atoms, phenylthio-alkyl with 1 to 4 carbon atoms. carbon or phenylalkylthio with 1 to 4 carbon atoms, optionally substituted one or more times, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkyl with 1 to 4 atoms of carbon, by halogenalkoxy with 1 to 4 carbon atoms, by nitro or by cyano, V2 and V3 mean, independently of each other, hydrogen, halogen, alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogenalkyl with 1 to 4 carbon atoms or halogenalkoxy with 1 to 4 carbon atoms, and Y stand for, independently of one another, hydrogen, halogen, alkyl with 1 to 6 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, halogenalkoxy with 1 to 6 carbon atoms, nitro or cyano, CKE means one of the groups (2), A means hydrogen or means alkyl with 1 to 12 carbon atoms, alkenyl with 3 to 8 carbon atoms, alkoxy with 1 to 10 carbon atoms-alkyl with 1 to 8 carbon atoms, poly-alkoxy with 1 to 8 carbon atoms-alkyl with 1 to 8 carbon atoms, alkylthio having from 1 to 10 carbon atoms-alkyl having from 1 to 6 carbon atoms, substituted, if appropriate, by halogen, means cycloalkyl having from 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, in which one or two ring members, not directly adjacent, are replaced by oxygen and / or by sulfur or means aryl with 6 to 10 atoms carbon (phenyl or naphthyl), hetaryl with 5 to 6 ring atoms, (for example furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl or thienyl) or aryl with 6 to 10 carbon atoms-alkyl with 1 to 6 carbon atoms (phenyl-alkyl with 1 to 6 carbon atoms or naphtha C.sub.1 -C.sub.6 -alkyl) substituted, where appropriate, by halogen, by alkyl having 1 to 6 carbon atoms, by halogen-alkyl having 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms , by haloalkoxy having 1 to 6 carbon atoms, by cyano or by nitro, B means hydrogen, alkyl having 1 to 12 carbon atoms or alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 6 carbon atoms or A, B and the carbon atom with which they are bonded means cycloalkyl saturated with 3 to 10 carbon atoms or unsaturated cycloalkyl with 5 to 10 carbon atoms, whereby a ring member is replaced by oxygen or sulfur and optionally substituted one or two times by alkyl with 1 to 8 carbon atoms, by cycloalkyl with 3 to 10 carbon atoms, by halogenalkyl with 1 to 8 carbon atoms, by alkoxy with 1 to 8 carbon atoms, alkylthio with 1 to 8 carbon atoms, by halogen or by phenyl or. A, B and the carbon atom to which they are attached mean cycloalkyl having 3 to 6 carbon atoms, which is substituted by an alkylenediyl group or by an alkylenedioxy group or by an alkylenedithioyl group containing, if appropriate, one or two carbon atoms. oxygen and / or sulfur not directly contiguous, which form with the carbon atom, with which they are bound, another ring with 5 to 8 members or A, B and the carbon atom, with which they are linked, mean cycloalkyl. ' with 3 to 8 carbon atoms or cycloalkenyl with 5 to 8 carbon atoms, in which two substituents together with the carbon atomswith which they are linked mean alkanediyl having 2 to 6 carbon atoms, alkenodiyl having 2 to 6 carbon atoms or alkanedi-dienediyl having 4 to 6 carbon atoms substituted, where appropriate, by alkyl having 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms or by halogen, where a methylene group is replaced by oxygen or sulfur. D means hydrogen, alkyl having 1 to 12 carbon atoms, alkenyl with 3 to 8 carbon atoms, alkynyl with 3 to 8 carbon atoms, alkoxy with 1 to 10 carbon atoms-alkyl having 2 to 8 carbon atoms, poly -alkoxy with 1 to 8 carbon atoms-alkyl having 2 to 8 carbon atoms, alkylthio having 1 to 10 carbon atoms-alkyl having 2 to 8 carbon atoms, substituted, where appropriate, by halogen, cycloalkyl with 3 to 8 carbon atoms optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogenalkyl with 1 to 4 carbon atoms, in which a member is optionally replaced of the ring by oxygen or by sulfur, or phenyl, hetaryl with 5 or 6 members in the ring (for example furanyl, imidazolyl, pyridyl, triazolyl, pyrazolyl, pyrimidyl, pyrrolyl, thienyl or triazolyl), phenyl-alkyl with 1 to 6 atoms of carbon or hetaryl-alkyl with 1 to 6 carbon atoms with 5 or 6 atoms in the ring (for example furanyl-, imidazolyl-, pyridyl-, thiazolyl-, pyrazolyl-, pyrimidyl-, pyrrolyl-, thienyl- or triazolyl-alkyl having 1 to 6 carbon atoms) substituted respectively where appropriate by halogen, by alkyl with 1 to 6 carbon atoms, by halogenalkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkoxy with 1 to 6 carbon atoms, by cyano or by nitro or A and D together represent alkanediyl having 2 to 6 carbon atoms or alkenodiyl having 3 to 6 carbon atoms substituted respectively, optionally being replaced by methylene, oxygen or sulfur and entering respectively as substituents: halogen, hydroxy, mercapto or alkyl having 1 to 10 carbon atoms, having 1 to 6 carbon atoms, alkylthio having 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, phenyl or benzyloxy substituted, where appropriate, by halogen or another alkanediyl group having 3 to 6 carbon atoms, an alkenodiyl group with 3 to 6 carbon atoms or a butadienyl group, which is optionally substituted by alkyl having 1 to 6 carbon atoms or, where appropriate, two adjacent substituents with the carbon atoms, with which they are bound, they form another saturated or unsaturated ring with 5 or 6 atoms in the ring (in the case of the compound of the formula (1-1) A and D mean then together with the atoms, with which they are linked, for example groups AD-1 to AD-10), indicated below, which may contain oxygen or sulfur, or if one of the following groups is contained. A and Q1 together are alkanediyl having 3 to 6 carbon atoms or alkenodiyl having 4 to 6 carbon atoms, each optionally substituted once or twice, in the same or different manner by halogen, by hydroxy, by alkyl with 1 with 10 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkylthio with 1 to 6 carbon atoms, cycloalkyl with 3 to 7 carbon atoms, optionally substituted one to three times, in the same or different ways by halogen or by benzyloxy or phenyl, each optionally substituted one to three times, in the same or different manner by halogen, by alkyl having 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, contains, if applicable, one of the following groups: or that is bridged by an alkanediyl group with 1 to 2 carbon atoms or by an oxygen atom Q1 means hydrogen or alkyl with 1 to 4 carbon atoms. Q2, Q \ Q5 and Q6 mean independently, hydrogen or alkyl having 1 to 4 carbon atoms. Q3 means hydrogen, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl having 1 to 2 carbon atoms, alkylthio having 1 to 6 carbon atoms-alkyl having 1 to 2 carbon atoms, cycloalkyl with 3 to 8 carbon atoms optionally substituted by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, where appropriate a methylene group is replaced by oxygen or by sulfur or substituted phenyl, if appropriate by halogen, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by halogenalkyl with 1 to 2 carbon atoms, by halogenalkoxy with 1 to 2 carbon atoms, by cyano 0 by nitro, or Q3 and Q4 mean together with the carbon atom, with which they are bonded, a ring with 3 to 7 carbon atoms, optionally substituted by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by haloalkyl with 1 a 2 carbon atoms, in which, if appropriate, a ring member is replaced by oxygen or by sulfur. G means hydrogen (a) or means one of the groups (c), SO -R3 (d), -R5 (e) l in which E means a metal ion or an ammonium ion, L means oxygen or sulfur and M means oxygen or sulfur. R1 means alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl with 1 to 8 carbon atoms, alkylthio with 1 to 8 carbon atoms-alkyl with 1 with 8 carbon atoms, poly-alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 8 carbon atoms substituted, where appropriate, by halogen or cycloalkyl with 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms or for alkoxy having 1 to 6 carbon atoms, in which one or more (preferably one or two) ring members not directly adjacent to one another are replaced by oxygen and / or sulfur, if any phenyl, optionally substituted by halogen, by cyano, by nitro, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms, by haloalkoxy with 1 to 6 carbon atoms, for alkylthio with 1 to 6 atoms of carbon or by alkylsulfonyl having 1 to 6 carbon atoms means phenyl-alkyl having 1 to 6 carbon atoms, optionally substituted by halogen, by nitro, by cyano, by alkyl having from 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, for halogenalkyl with 1 to 6 carbon atoms or for halogenalkoxy with 1 to 6 carbon atoms, means hetaryl with 5 or 6 members, optionally substituted by halogen or by alkyl with 1 to 6 carbon atoms (for example pyrazolyl, thiazolyl, pyridyl, pyridimyl, furanyl or thienyl), means phenoxy-C 1 -C 6 -alkyl optionally substituted by halogen or by alkyl with 1 to 6 carbon atoms or means hetaryloxy-alkyl with 1 to 6 carbon atoms. to 6 carbon atoms, with 5 or 6 members, optionally substituted by halogen, by amino or by alkyl with 1 to 6 carbon atoms (for example pyridyloxy-alkyl with 1 to 6 carbon atoms, pyrimidyloxy-alkyl with 1 to 6 carbon atoms or thiazolyloxy-alkyl having 1 to 6 carbon atoms), R ^ means alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl with 2 to 8 carbon atoms. carbon, poly-alkoxy with 1 to 8 carbon atoms-alkyl having 2 to 8 carbon atoms substituted, where appropriate, by halogen, means cycloalkyl having 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, or means phenyl or benzyl substituted, where appropriate, by halogen, by cyano, by nitro, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by halogenalkyl with 1 to 6 carbon atoms or by haloalkoxy with 1 to 6 carbon atoms. R3 is alkyl having from 1 to 8 carbon atoms, optionally substituted by halogen or by phenyl or benzyl substituted by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for cyano or for nitro, R4 and R5 mean independently, alkyl with 1 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms , C 1 -C 8 alkylamino, di- (C 1 -C 8 alkyl) amino, C 1 -C 8 alkylthio, C 2 -8 alkenylthio, C 3 -C 7 -cycloalkylthio substituted, where appropriate, by halogen or by phenyl, phenoxy or phenylthio substituted, where appropriate, by halogen, by nitro, by cyano, by alkoxy with 1 to 4 carbon atoms, by halogenoalkoxy with 1 to 4 carbon atoms, rent with 1 to 4 carbon atoms, halogen alkylthio with 1 to 4 carbon atoms, alkyl with 1 to 4 carbon atoms or halogenalkyl with 1 to 4 carbon atoms, R6 and R7 mean, independently of one another, hydrogen, alkyl with 1 to 8 carbon atoms, cycloalkyl with 3 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms, alkenyl with 3 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl with 1 to 8 carbon atoms substituted, where appropriate, by halogen, mean phenyl optionally substituted by halogen, by halogenalkyl with 1 to 8 carbon atoms, by alkyl with 1 to 8 carbon atoms or by alkoxy with 1 to 8 carbon atoms, benzyl optionally substituted by halogen, by alkyl having 1 to 8 carbon atoms, by halogenalkyl with 1 to 8 carbon atoms or by alkoxy with 1 to 8 carbon atoms or together means an alkylene radical having 3 to 6 carbon atoms replaced in case by alkyl having 1 to 4 carbon atoms, in which a carbon atom is, if desired, replaced by oxygen or by sulfur, R 13 is hydrogen, means alkyl having 1 to 8 carbon atoms or alkoxy with 1 to 8 atoms of carbon, substituted, if appropriate, by halogen, means cycloalkyl having 3 to 8 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which if appropriate, an ethylene group is replaced by oxygen or by sulfur, or by phenyl, phenyl-C 1 -C 4 -alkyl or phenyl-C 1 -C 4 -alkyl substituted, if appropriate, by halogen, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, for halogenalkyl with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for nitro or for cyano, R14 means hydrogen or alkyl with 1 to 8 carbon atoms or R13 and R14 together mean alkanediyl with 4 a 6 carbon atoms. R15 and R16 are the same or different and represent alkyl having 1 to 6 carbon atoms or, and R and R together stand for an alkanediyl radical having 2 to 4 carbon atoms, which is optionally substituted by alkyl with 1 to 6 carbon atoms by halogenalkyl with 1 to 6 carbon atoms or by phenyl optionally substituted by halogen, by alkyl with 1 to 6 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by nitro or by cyano. R 17 and R 18 are independently hydrogen, are alkyl having from 1 to 8 carbon atoms, optionally substituted by halogen or phenyl, optionally substituted by halogen, by alkyl having from 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, for halogen alkyl with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for nitro or for cyano, or R17 and R18 mean together with the carbon atom, with which they are bonded, a carbonyl group or they mean cycloalkyl with 5 to 7 carbon atoms, optionally substituted by halogen, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which a methylene group is optionally replaced by oxygen or by sulfur, R19 and R20 mean independently of each other, alkyl with 1 to 10 carbon atoms, alkenyl with 2 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms, alkylamino with 1 to 10 carbon atoms, to the quenilamino with 3 to 10 carbon atoms, di- (C 1 -C 10 alkyl) amino or di (C 3 -C 10 alkenyl) amino. 3. Compounds of the formula (I) according to claim 1, characterized in that X means fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkenyloxy with 3 or 4 carbon atoms, haloalkyl with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, haloalkenyloxy with 3 to 4 carbon atoms carbon, nitro or cyano. Z means one of the remains V1 means hydrogen, fluorine, chlorine, bromine, alkyl having 1 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogenalkyl with 1 to 2 carbon atoms, halogenalkoxy with 1 to 2 carbon atoms, nitro, cyano, or means phenyl, phenoxy, phenoxy-alkyl having 1 to 2 carbon atoms, phenyl-alkoxy with 1 to 2 carbon atoms, phenylthio-alkyl with 1 to 2 carbon atoms or phenyl-alkylthio with 1 to 2 carbon atoms substituted respectively, if appropriate one or two times, fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogen alkyl with 1 to 2 carbon atoms, halogenalkoxy with 1 to 2 carbon atoms, by nitro or by cyano, V2 and V3 mean, independently of each other, hydrogen, fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, halogenalkyl with 1 to 2 carbon atoms or halogenalkoxy with 1 to 2 carbon atoms. and Y signify, independently of each other, hydrogen, fluorine, chlorine, bromine, alkyl having 1 to 4 carbon atoms, halogen with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or halogenoalkoxy with 1 to 4 carbon atoms. carbon, CKE means one of the groups A denotes hydrogen, alkyl having 1 to 10 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 6 carbon atoms, optionally substituted, respectively, by fluorine or chlorine, cycloalkyl with 3 to 7 carbon atoms optionally substituted by fluorine, by chlorine, by alkyl having 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which, if appropriate, a ring member is replaced by oxygen or by sulfur (however not in the case of the compounds of formulas (1-5), (1-7) and (1-8)) phenyl, furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl, thienyl or phenyl-alkyl with 1 to 4 carbon atoms respectively substituted, if appropriate, by fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or by halogenalkoxy with 1 to 4 carbon atoms, B means hydrogen or alkyl with 1 to 6 ato carbon A, B and the carbon atom to which they are bonded, mean cycloalkyl with 5 to 7 carbon atoms saturated or unsaturated, where a ring member is replaced by oxygen or sulfur and which is optionally monosubstituted by alkyl with 1 to 6 carbon atoms, for cycloalkyl with 5 to 8 carbon atoms, for halogen alkyl with 1 to 3 carbon atoms, for alkoxy with 1 to 6 carbon atoms, for fluorine, for chlorine, or for phenyl or A , B and the carbon atom, to which they are linked, mean cycloalkyl with 5 to 6 carbon atoms, which is substituted by an alkylenediyl group or by an alkylenedioxyl group or by an alkylenedithiol group containing, if appropriate, 1 or 2 atoms of oxygen or sulfur or directly contiguous, which form with the carbon atom, with which it is bound, another ring of 5 or 6 members or A, B and the carbon atom, with which they are bound, mean cycloalkyl with to 6 carbon atoms or cycloalkenyl with 5 to 6 carbon atoms, in which two substituents together with the carbon atoms, with the. which are linked, mean alkanediyl having 2 to 4 carbon atoms, alkenodiyl having 2 to 4 carbon atoms substituted, where appropriate, by alkyl having 1 to -5 carbon atoms, alkoxy having 1 to 5 carbon atoms, fluorine , by chlorine or by bromine, where a methylene group is replaced by oxygen or by sulfur or butadiene. D means hydrogen, means alkyl having 1 to 10 carbon atoms, alkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl having 2 to 6 carbon atoms or alkylthio with 1 to 8 carbon atoms- alkyl with 2 to 6 carbon atoms substituted respectively by fluorine, or chlorine, means cycloalkyl having 3 to 7 carbon atoms, optionally substituted by fluorine, chlorine, alkyl with 1 to 4 carbon atoms, C 1 -C 4 -alkoxy or C 1 -C 2 haloalkyl, in which a methylene group is optionally replaced by oxygen or sulfur or (but not in the case of the compounds of the formulas ( 1-1) and (1-4)) means phenyl, furanyl, imidazolyl, pyridyl, thiazolyl, pyrazolyl, pyrimidyl, pyrrolyl, thienyl, triazolyl or phenylalkyl with 1 to 4 carbon atoms respectively substituted, if appropriate, by fluorine, by chlorine , by bromine, by alkyl with 1 to 4 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or by halogenalkoxy with 1 to 4 carbon atoms or A and D together mean alkanediyl with 3 a 5 carbon atoms optionally substituted, in which a methylene group can be replaced by a carbonyl group, by oxygen or by sulfur, with hydroxy, alkyl having 1 to 6 carbon atoms or alkoxy with 1 to 4 being considered as substituents carbon atoms or A and D mean (in the case of the compounds of the formula (1-1)) together with the atoms, with which they are bound, the AD-1 groups up to AD-10: AD-1 AD -2 AD-3 AD-4 AD-5 AD-6 AD-7 AD-8 AD-9 AD-10 A and Q1 together represent alkanediyl, with 3 to 4 carbon atoms or alkenodiyl having 3 to 4 carbon atoms, each optionally substituted once or twice, in the same or different way by fluorine, by chlorine, by hydroxy, by alkyl with 1 to 8 carbon atoms or alkoxy with 1 to 4 carbon atoms, each optionally substituted one to three times, by fluorine or Q1 means hydrogen, Q2 means hydrogen, Q4, Q5, and Q6 mean, independently of each other , hydrogen or alkyl with 1 to 3 carbon atoms. Q3 means hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 1 to 2 carbon atoms, alkylthio having 1 to 4 carbon atoms-alkyl having 1 to 2 carbon atoms or cycloalkyl having 3 to 6 carbon atoms optionally substituted by methyl or methoxy, where a methylene group is replaced by oxygen or sulfur, or Q3 and Q4 mean, together with the carbon atom, with which they are bonded, a ring with 5 to 6 saturated carbon atoms optionally substituted by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, in which a ring member is optionally replaced by oxygen or sulfur, G means hydrogen (a) or does it mean one of the groups (e)? in which E means a metal ion or an ammonium ion, L means oxygen or sulfur and M means oxygen or sulfur. R 1 means alkyl having 1 to 16 carbon atoms, alkenyl having 2 to 16 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl having 1 to 6 carbon atoms, alkylthio having 1 to 6 carbon atoms-alkyl with 1 with 6 carbon atoms, poly (alkoxy with 1 to 6 carbon atoms) alkyl having 1 to 6 carbon atoms substituted, where appropriate, by fluorine or chlorine or cycloalkyl with 3 to 7 carbon atoms, optionally substituted by fluorine, chlorine, alkyl with 1 to 5 carbon atoms or alkoxy with 1 to 5 carbon atoms, in which one or two ring members not directly adjacent to one another are replaced by oxygen and / or sulfur, means phenyl substituted, if appropriate, by fluorine, by chlorine, by bromine by cyano, by nitro, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by halogenalkyl with 1 to 3 carbon atoms, by halogenalkoxy with 1 to 3 carbon atoms, by alkylthio c with 1 to 4 carbon atoms or by alkylsulfonyl with 1 to 4 carbon atoms, means phenyl-alkyl having 1 to 4 carbon atoms, optionally substituted by fluorine, chlorine, bromine with alkyl having 1 to 4 carbon atoms , by alkoxy with 1 to 4 carbon atoms, by halogenalkyl with 1 to 3 carbon atoms or by halogenalkoxy with 1 to 3 carbon atoms, means pyrazolyl, thiazolyl, pyridyl, pyrimidyl, furanyl or thienyl respectively substituted, if appropriate, by fluorine , by chlorine, by bromine or by alkyl with 1 to 4 carbon atoms, means phenoxy-alkyl having 1 to 3 carbon atoms optionally substituted by fluorine, chlorine, bromine or alkyl with 1 to 4 carbon atoms or means pyridyloxy-C 3 -alkyl, pyrimidyloxy-C 1 -C 3 -alkyl or thiazolyloxy-C 1 -C 3 -alkyl respectively substituted, if appropriate, by fluorine, chlorine, bromine, amino or rent with 1 to 4 át omos of carbon. R2 means alkyl having 1 to 16 carbon atoms, alkenyl having 2 to 16 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl having 2 to 6 carbon atoms or poly-alkoxy with 1 to 6 carbon atoms-alkyl with 2 to 6 carbon atoms respectively substituted, if appropriate, by fluorine, - means cycloalkyl having 3 to 7 carbon atoms, optionally substituted by fluorine, chlorine, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms, or phenyl or benzyl, respectively substituted by fluorine, by chlorine, by bromine, by cyano, by nitro, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 3 carbon atoms, by halogenalkyl with 1 to 3 carbon atoms or by halogenalkoxy with 1 to 3 carbon atoms, R 'means alkyl with 1 to 6 carbon atoms, optionally substituted by fluorine, or means phenyl or benzyl, respectively substituted, if appropriate, by fluorine , by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms, for alkoxy with 1 to 4 carbon atoms, for halogenalkyl with 1 to 3 carbon atoms, for halogenalkoxy with 1 to 3 carbon atoms, for cyano or for nitro R4 and R5 mean, independently with each other, alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkylamino with 1 to 6 carbon atoms, di- (alkyl with 1 to 6 carbon atoms) -amino, alkylthio with 1 to 6 carbon atoms, alkenylthio with 3 to 4 carbon atoms, cycloalkylthio with 3 to 6 carbon atoms or meaning phenyl, phenoxy or phenylthio substituted, where appropriate, by fluorine, chlorine, bromine, nitro, cyano, alkoxy with 1 to 3 carbon atoms, for halogenalkoxy with 1 to 3 carbon atoms, for alkylthio with 1 to 3 carbon atoms, for halogenalkylthio with 1 to 3 carbon atoms, for alkyl with 1 to 3 carbon atoms or for haloalkyl with 1 to 3 carbon atoms, R6 and R7 mean, independently of each other, hydrogen, alkyl having 1 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms, alkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl having 1 to 6 carbon atoms, meaning phenyl optionally substituted by fluorine, chlorine, bromine, halogen with 1 to 3 carbon atoms, alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, meaning benzyl optionally substituted by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms, by halogen with 1 to 3 carbon atoms or by alkoxy with 1 to 4 carbon atoms. to 4 carbon atoms, or together they mean an alkylene radical having 4 to 5 carbon atoms, optionally substituted by methyl or ethyl, in which, if appropriate, a methylene group is replaced by oxygen or by sulfur. 4. Compounds of the formula (I) according to claim 1, characterized in that X means fluorine, chlorine, methyl, ethyl, propyl, isopropyl, methoxy, ethoxy, propoxy, iso-propoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, nitro cyano, one of the remains V1 means hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tere. -butyl, methoxy, ethoxy, n-propoxy, isopropoxy, trifluoromethyl, trifluoromethoxy, nitro, cyano or phenyl, monosubstituted if necessary by fluorine, by chlorine, by methyl, by methoxy, by trifluoromethyl or by trifluoromethoxy, V2 and V3 mean, independently of one another, hydrogen, fluorine, chlorine, methyl, ethyl, n-propyl, iso-propyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy, and Y signify, independently of each other, hydrogen, fluorine, chlorine, methyl, ethyl, n- propyl, methoxy, ethoxy or n-propoxy, CKE means one of the groups (2), A denotes hydrogen, alkyl having 1 to 8 carbon atoms or alkoxy with 1 to 6 carbon atoms-alkyl having 1 to 4 carbon atoms substituted, where appropriate, by fluorine, cycloalkyl having 3 to 6 carbon atoms, optionally substituted by fluorine, by methyl, by ethyl or by methoxy, in which, if appropriate, a ring member is replaced by oxygen or by sulfur (but not in the case of the compounds of the formulas (1-5), (1) -7) and (1-8)), means phenyl or benzyl respectively substituted, if appropriate, by fluorine, chlorine, bromine, methyl, ethyl, n-propyl, iso-propyl, methoxy, ethoxy , by trifluoromethyl, by trifluoromethoxy, by cyano or by nitro, B means alkyl with 1 to 4 carbon atoms, A, B and the carbon atom, to which they are bonded, means cycloalkyl with 5 to 6 carbon atoms saturated, in which a ring member is replaced, if necessary, by oxygen or sulfur and which is monosubstituted, if appropriate, by methyl, ethyl, n-propyl, iso-propyl, butyl, isobutyl, sec. -butyl, by tere. -butyl, by trifluoromethyl, by methoxy, by ethoxy, by n-propoxy, by iso-propoxy, by n-butoxy, by iso-butoxy, by sec. -butoxi, by tere. butoxy, by fluorine or by chlorine, or A, B and the carbon atom, to which they are linked, mean cycloalkyl with 5 to 6 carbon atoms, or cycloalkenyl with 5 to 6 carbon atoms, in which two substituents together with the carbon atoms, with which they are bonded, they mean alkanediyl having 2 to 4 carbon atoms or alkenodiyl having 2 to 4 carbon atoms, where a methylene group is respectively replaced by oxygen or by sulfur, or means butadiene, D means hydrogen, means alkyl with 1 to 8 carbon atoms, alkenyl with 3 to 4 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl with 2 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms- Alkyl with 2 to 4 carbon atoms substituted respectively by fluorine or chlorine or means cycloalkyl having 3 to 6 carbon atoms in which, if appropriate, a methylene group is replaced by oxygen or sulfur (however, it was not case of the compounds of the formulas (1-1) and (1-4)), means phenyl, furanyl, pyridyl, thienyl or benzyl respectively substituted, if appropriate, by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by isopropyl, by methoxy, by ethoxy, by trifluoromethyl or by trifluoromethoxy, or A and D together they mean alkanediyl having 3 to 4 carbon atoms, optionally substituted, in which, if appropriate, a carbon atom is replaced by sulfur and it is optionally substituted by hydroxy, by methyl, by ethyl, by methoxy or by ethoxy, or A and D mean (in the case of the compounds of the formula (1-1)) together with the atoms, with which they are linked, one of the following AD groups: AD-1 AD-2 AD-3 AD-4 AD-6 AD-8 AD-10 A and Q1 together represent alkanediyl having 3 to 4 carbon atoms or butenediyl optionally substituted once or twice by fluorine, hydroxy, methyl or ethoxy, or very particularly preferably Q1 means hydrogen, Q2 means hydrogen, Q4, Q5 and Q6 mean, independently of each other, hydrogen, methyl or ethyl, Q3 means hydrogen, methyl, ethyl or cycloalkyl having 3 to 6 carbon atoms, where a methylene group is replaced by oxygen or sulfur (especially hydrogen, methyl, or ethyl) Q3 and Q4 mean together with the carbon atom, to which they are bonded, cycloalkyl with 5 to 6 saturated carbon atoms, optionally substituted by methyl or methoxy, in which a ring member is optionally replaced by oxygen or by sulfur, G means hydrogen (a) or means one of the groups (e), in which E means a metal ion or an ammonium ion, L means oxygen or sulfur and M means oxygen or sulfur, R1 means alkyl with 1 to 14 carbon atoms, alkenyl with 2 to 14 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl with 1 to 6 carbon atoms, alkylthio with 1 to 4 carbon atoms-alkyl having 1 to 6 carbon atoms, poly-alkoxy with 1 to 4 carbon atoms-alkyl having 1 to 4 carbon atoms, substituted respectively by fluorine or chlorine or cycloalkyl with 3 to 6 carbon atoms, optionally substituted by fluorine, by chlorine, by methyl, by ethyl, by n-propyl, by i-propyl, by n-butyl, by i-butyl, by tert-butyl, by methoxy, by ethoxy, by n-propoxy or by iso-propoxy, in which one or two ring members not directly adjacent to one another are replaced by oxygen and / or by sulfur, optionally substituted by phenyl, fluorine, chlorine, by bromine, by cyano, by nitro, by methyl, by ethyl, by n-propyl, by i-propyl, by methoxy, p or ethoxy, for trifluoromethyl, for trifluoromethoxy, for methylthio, for ethylthio, for methylsulfonyl or for ethylsulphonyl, means behcyl optionally substituted by fluorine, by chlorine, by bromine, by methyl, by ethyl, by n-propyl, by propyl, by methoxy, by ethoxy, by trifluoromethyl or by trifluoromethoxy, means furanyl, thienyl, pyridyl, pyrimidyl, thiazolyl or pyrazolyl respectively substituted, if appropriate by fluorine, by chlorine, by bromine, by methyl or by ethyl, means phenoxy-alkyl with 1 to 2 carbon atoms, optionally substituted by fluorine, chlorine, methyl or ethyl, or by pyridyloxy-alkyl having 1 to 2 carbon atoms, pyrimidyloxy-alkyl with 1 to 2 carbon atoms or thiazolyloxy-alkyl with 1 to 2 carbon atoms, respectively substituted, if appropriate, by fluorine, chlorine, amino, methyl 0 for ethyl. R2 means alkyl with 1 to 14 carbon atoms, alkenyl with 2 to 14 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 2 to 6 carbon atoms or poly-alkoxy having 1 to 4 carbon atoms-alkyl having 2 to 6 carbon atoms, respectively substituted, if appropriate, by fluorine, means cycloalkyl with 3 to 6 atoms carbon, optionally substituted by fluorine, chlorine, methyl, ethyl, n-propyl, iso-propyl or methoxy, or represents phenyl or benzyl substituted, where appropriate, by fluorine, chlorine, cyano, by nitro, by methyl, by ethyl, by n-propyl, by i-propyl, by methoxy, by ethoxy, by trifluoromethyl or by trifluoromethoxy, R3 means methyl, ethyl, n-propyl, isopropyl, optionally substituted by fluorine or phenyl or benzyl substituted respectively by fluorine, chlorine, bromine, methyl, tert-butyl, methoxy, trifluoromethyl, trifluoromethoxy, cyano or nitro. R 4 and R 5 mean, independently of each other, alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, di- (C 1 -C 4) alkyl amino, alkylthio having from 1 to 4 carbon atoms or meaning phenyl, phenoxy or phenylthio substituted, where appropriate, by fluorine, chlorine, bromine, nitro, cyano, alkoxy with 1 to 2 carbon atoms, fluoroalkoxy with 1 to 2 carbon atoms, for alkylthio with 1 to 2 carbon atoms, for fluoroalkylthio with 1 to 2 carbon atoms or for alkyl with 1 to 3 carbon atoms. R6 and R7 stand for, independently of each other, hydrogen, alkyl with 1 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkenyl with 3 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 1 to 4 carbon atoms, meaning phenyl, optionally substituted by fluorine, by chlorine, by bromine, by trifluoromethyl, by methyl or by "methoxy" means benzyl optionally substituted by fluorine, chlorine, bromine, methyl, trifluoromethyl or methoxy, or together they mean an alkylene radical having 5 to 6 carbon atoms in which a methylene group is optionally replaced by oxygen or by sulfur. 5. Process for obtaining compounds of the formula (I) according to claim 1, characterized in that (A) the compounds of the formula (I-1-a) are obtained wherein A, B, D, X, Y and Z have the meanings indicated in claim 1, If N-acylamino acid esters of the formula (II) are condensed intramolecularly wherein A, B, D, W, X, Y and Z have the meanings indicated above, and R8 signifies alkyl, in the presence of a diluent and in the presence of a base, (B) the compounds of the formula are obtained ( I-2-a) wherein A, B,, X Y and Z have the meanings indicated above, if carboxylic acid esters of the formula (III) are condensed intramolecularly wherein A, B, X, Y, Z and R8 have the meanings given above in the presence of a diluent and in the presence of a base, (C) the compounds of the formula (I-3-a) are obtained wherein A, B, X, Y and Z have the meanings indicated above, if ß-ketocarboxylic acid esters of the formula (IV) are intramolecularly cyclized. wherein A, B, X, Y, Z and R8 have the meanings given above and 1 means hydrogen, halogen, alkyl or alkoxy, if appropriate in the presence of a diluent and in the presence of an acid, (D) is obtain the compounds of the formula (I-4-a) wherein A, D, X, Y and Z have the meanings given above, Sl (a) are halogencarbonylketenes of the formula (V) wherein, X, Y and Z have the meanings indicated above Hal means halogen, (ß) malonic acid derivatives of the formula (VI) are reacted wherein R8, W, X, Y and Z have the meanings indicated above, with hydrazines of the formula (VII) A-NH-NH-D (VII) wherein A and D have the meanings indicated above, optionally in the presence of a diluent and, if appropriate, in the presence of a base, (E) the compounds of the formula (I-5-a) are obtained wherein A, D, W, X, Y and Z have the meanings indicated above, if carbonyl compounds of the formula are reacted (VIII) OR D-C-CH, -A (VIID in which A and D have the meanings indicated above, or their silylene ether of the formula (Villa) CHA D-C-OSi (R8) 3 vina) wherein A, D and R8 have the meanings indicated above, with cetenyl halides of the formula (V) wherein, X, Y and Z have the meanings indicated above and Hal means halogen, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid acceptor, (F) the compounds of the formula are obtained ( I-6-a) wherein A, X, Y and Z have the meanings indicated above, if thioamides of the formula (IX) are reacted H2N-C-A (IX) wherein A has the meaning indicated above, with cetenyl halides of the formula (V) in which Hal, W, X, Y and Z have the meanings given above, optionally in the presence of a diluent and, if appropriate, in the presence of an acid acceptor, (G) the compounds of the formula (I) are obtained -7-a) wherein A, B, Q1, Q2, W, X, Y and Z have the meanings indicated in claim 1, if ketocarboxylic acid esters of the formula (X) are intramolecularly cyclized wherein A, B, Q1, Q2, W, X and Z have the meanings indicated above, and R8 means alkyl, if appropriate in the presence of a diluent and in the presence of a base, (H) the compounds are obtained of the formula (I-8-a) wherein A, B, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated in claim 1, if the esters of the 6-aryl-5-keto-hexanoic acids of the same are condensed intramolecularly. formula (XI) wherein A, B, Q3, Q4, Q5, Q6, W, X, Y and Z have the meanings indicated above and R8 means alkyl, in the presence of a diluent and in the presence of a base, (I) the compounds of the formulas indicated above (Ila) to (I-8-a), in which A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, X, Y and Z have the meanings indicated above , if compounds of the formulas (1-1'-a) to (1-8 '-a) are reacted, wherein A, B, D, Q1, Q2, Q3, Q4, Q5, Q6, W, X, and Z have the above meanings and Z 'means chlorine, bromine or iodine, with boronic acids of the formula (XII ) wherein Z has the meaning indicated above, in the presence of a solvent, a base and a catalyst and then, if appropriate, the compounds of the formulas (Ila) to (I-8-a), obtained from this way, they are reacted, respectively (Ja) with acyl halides of the formula (XIII) wherein R1 has the meaning indicated in the claim 1 and Hal means halogen or (ß) with anhydrides of carboxylic acids of the formula (XIV) R ^ CO-O-CO-R1 (XIV) in which R1 has the meaning indicated above, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent, or is reacted, respectively (K) with esters of chloroformic acid or thioesters of chloroformic acid of the formula (XV) R2-M-CO-Cl (XV) wherein R2 and M have the meanings indicated in claim 1, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-accepting agent, or are reacted, respectively (L) with esters of the chloromonothioformic acid or esters of chlorodithioformic acid of the formula (XVI) CI ^ M-R2 n (XVI) in which M and R2 have the meanings indicated above, if appropriate in the presence of a diluent and, if necessary in the presence of an acid-accepting agent, or are reacted, respectively (M) with sulfonyl chlorides of the formula (XVII) R3-S02-C1 (XVII) wherein R3 has the meaning indicated in the claim 1, If appropriate, in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent, or reacted respectively (N) with phosphorus compounds of the formula (XVIII) R4 Hal-P / "N 5 (XVIII) L R5 wherein L, R4 and R5 have the ignited s indicated in claim 1 and Hal means halogen if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-binding agent, ( L) with metal compounds or with amides of the formulas (XIX) or (XX) , 10 11 Me (ORi?) T (XDQ N ', 12 (XX) wherein Me means a mono or divalent metal t means the number 1 or 2, and R10, R11, R12, independently of one another, mean hydrogen or alkyl, if appropriate in the presence of a diluent, or respectively (Pa) with isocyanates or with isothiocyanates of the formula (XXI) R6-N = C = L (XXD where R6 and L have the meanings indicated in claim 1, if appropriate in the presence of a diluent and, if appropriate, in the presence of a catalyst, or respectively (ß) with carbamidyl chlorides or with thiocarbamidyl chlorides of the formula (XXII) wherein L, R6 and R7 have the meanings indicated in claim 1, if appropriate in the presence of a diluent and, if appropriate, in the presence of an acid-accepting agent. 6. Compounds of the formula (II) (II) characterized in that A, B, D, W, X, Y and Z have the meanings indicated in claim 1 and R8 means alkyl. 7. Compounds of the formula (XXIV) characterized in that X, Y and Z have the meanings indicated in claim 1 and Hal means chlorine or bromine. 8. Compounds of the formula (XXV) characterized in that A, B, D, W, X, Y and Z have the meanings indicated in claim 1. 9. Compounds of the formula (XXIX) characterized in that A, B, D, X, Y and Z have the meanings indicated in claim 1. 10. Compounds of the formula (III) characterized in that A, B, X, Y and Z have the indicated meanings and R8 means alkyl. 11. Compounds of the formula (XXVII) X '"Qz Gw H (XXVII) characterized in that W, X, Y and Z have the meanings indicated in claim 1. 12. Compounds of the formula (XXXII) (XXXII) characterized in that X, Y and Z have the meaning indicated in claim 1, and R8 means alkyl. 13. Compounds of the formula (XXVII-b) (XXVII-b) characterized in that W, X and Y have the meaning indicated in claim 1. 14. Compounds of the formula (IV) characterized in that A, B, 1, X, Y and Z have the meanings indicated in claim 1, and R8 signifies alkyl. 15. Compounds of the formula (V) characterized in that X, Y and Z have the meanings indicated in claim 1, and Hal means chlorine or bromine. 16. Compounds of the formula (XXXVII) (xxxvp) characterized in that W, X, Y and Z have the meanings indicated in claim 1. 17. Compounds of the formula (VI) characterized in that W, X, Y and Z have the meanings indicated in claim 1 and R8 means alkyl. 18. Compounds of the formula (X) characterized in that A, B, Q1, Q2,, X, Y and Z have the meaning indicated in claim 1, and R8 signifies alkyl. 19. Compounds of the formula (XXVIII) (XXXVIII) characterized in that X, Y, Z, A, B, Q1 and Q2 have the meaning indicated in claim 1. 20. Compounds of the formula (XXXIX) (XXXIX) characterized in that A, B, D1, Dz, X, Y and Z have the meaning indicated in claim 1, and R8 and R8 'mean alkyl. 21. Compounds of the formula (XI) characterized in that A, B, Q Q5, Q6, X, Z have the meanings indicated in claim 1 and R8 means alkyl. 22. Compounds of the formula (XLII) characterized in that A, B, Q3, Q4, Q5, Q6, X, Y and Z have the meaning indicated in claim 1.

2.

3 . Compound s of the formula (XL I I I) characterized in that A, B, Q3, Q4, Q5, Q6, X, Y and Z have the meaning indicated in claim 1 and R8 and R8 'mean alkyl. 2

4. Pesticidal agents and / or weed control agents, characterized in that they have a content in at least one compound of the formula (I) according to claim 1. 2

5. Use of the compounds of the formula (I) according to the claim 1, for the fight against pests, in the protection of plants, in the domestic sector, in the hygiene sector and in the protection of stored products. 2

6. Procedure for the control of pests in the protection of plants, in the domestic sector, in the hygiene sector and in the protection of stored products, characterized by the fact that they are allowed to act on pests and / or their environment environment of the formula (I) according to claim 1. 2

7. Process for obtaining pesticidal agents, and / or agents for controlling weeds, characterized in that compounds of the formula (I) according to claim 1 are mixed with Extenders and / or surfactants. SUMMARY OF THE INVENTION The invention relates to novel arylphenyl-substituted cyclic ketoenols of the formula (I) in which X means halogen, alkyl, alkoxy, alkenyloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, halogenoalkyl, halogenoalkoxy, halogenoalkenyloxy, nitro, cyano or means phenyl, phenoxy, phenylthio, phenylalkoxy or phenylalkylthio respectively substituted, Y means cycloalkyl, aryl or hetaryl substituted respectively where appropriate, and Y, independently of each other, mean hydrogen, halogen, alkyl, alkoxy, alkenyloxy, haloalkyl, haloalkoxy, haloalkenyloxy, nitro or cyano, CKE means one of the groups -259- (8) where A, B, D, G and Q1 through Q6 have the meanings indicated in the description. The invention also relates to various methods for obtaining said ketoenols and to their use as pesticides and herbicides.