Mikle et al., 2021 - Google Patents
Palladium-catalysed amino-vs. Alkoxycarbonylation of iodoalkenes using bifunctional N, O-nucleophilesMikle et al., 2021
View HTML- Document ID
- 4405602579693196843
- Author
- Mikle G
- Noveczky P
- Mahó S
- Kollár L
- Publication year
- Publication venue
- Tetrahedron
External Links
Snippet
Iodoalkenes possessing skeletons of practical importane (2-iodo-bornene and steroids with iodoalkene functionality) underwent amino-and alkoxycarbonylation using bifunctional O, N- nucleophiles. In addition to N-(hydroxyalkyl)-carboxamides, formed as major products, the …
- 239000012038 nucleophile 0 title abstract description 27
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/04—Formation or introduction of functional groups containing nitrogen of amino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
- C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic System
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B53/00—Asymmetric syntheses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Müller et al. | Homogeneous catalytic aminocarbonylation of iodoalkenes and iodobenzene with amino acid esters under conventional conditions and in ionic liquids | |
Wu et al. | Palladium-catalyzed carbonylative synthesis of N-(2-cyanoaryl) benzamides and sequential synthesis of quinazolinones | |
Carrilho et al. | Systematic study on the catalytic synthesis of unsaturated 2-ketocarboxamides: palladium-catalyzed double carbonylation of 1-iodocyclohexene | |
Ueda et al. | Preparation of α, β-unsaturated esters and amides via external-CO-free palladium-catalyzed carbonylation of alkenyl tosylates | |
Gourdet et al. | Rhodium-catalyzed carbometalation of ynamides with organoboron reagents | |
Iranpoor et al. | Regioselective hydrocarbonylation of phenylacetylene to α, β-unsaturated esters and thioesters with Fe (CO) 5 and Mo (CO) 6 | |
Szuroczki et al. | Efficient synthesis of alkynyl amides via aminocarbonylation of iodoalkynes | |
Mikle et al. | Synthesis of bornene-2, 2′-diamino-1, 1′-binaphthalene conjugates in palladium-catalysed aminocarbonylations | |
Takács et al. | High-yielding synthesis of Weinreb amides via homogeneous catalytic carbonylation of iodoalkenes and iodoarenes | |
Mikle et al. | Palladium-catalysed amino-vs. Alkoxycarbonylation of iodoalkenes using bifunctional N, O-nucleophiles | |
Acs et al. | Palladium-catalysed carbonylation of 4-substituted 2-iodoaniline derivatives: carbonylative cyclisation and aminocarbonylation | |
Takács et al. | High-yielding synthesis of 2-arylacrylamides via homogeneous catalytic aminocarbonylation of α-iodostyrene and α, α′-diiodo-1, 4-divinylbenzene | |
Mikle et al. | Asymmetric aminocarbonylation of iodoalkenes in the presence of α-phenylethylamine as an N-nucleophile | |
Skoda-Földes et al. | Facile synthesis of steroidal phenyl ketones via homogeneous catalytic carbonylation | |
Iranpoor et al. | Phosphine-free NiBr2-catalyzed synthesis of unsymmetrical diaryl ketones via carbonylative cross-coupling of aryl iodides with Ph3SnX (X= Cl, OEt) | |
Takács et al. | Facile synthesis of 1, 8-naphthalimides in palladium-catalysed aminocarbonylation of 1, 8-diiodo-naphthalene | |
Marosvölgyi-Haskó et al. | Substituent effects in aminocarbonylation of para-substituted iodobenzenes | |
Almeida et al. | Sequential reactions from catalytic hydroformylation toward the synthesis of amino compounds | |
Sun et al. | One-pot synthesis of aza-Morita–Baylis–Hillman adducts from α-oxo ketene-S, S-acetals, arylaldehydes and nitriles | |
Gergely et al. | Aminocarbonylation (hydrazinocarbonylation) of iodoalkenes and iodoarenes | |
Guo et al. | Synthesis of chalcones via domino dehydrochlorination/Pd (OAc) 2-catalyzed Heck reaction | |
Takács et al. | Homogeneous catalytic aminocarbonylation of 1-iodo-1-dodecene. The facile synthesis of odd-number carboxamides via palladium-catalysed aminocarbonylation | |
Khan et al. | Regioselective hydroformylation of vinyl esters catalyzed by Rh (acac)(CO) 2 with simple and efficient diphosphinite ligands | |
Takacs et al. | Prolinates as Secondary Amines in Aminocarbonylation: Synthesis of NAcylated Prolinates | |
Szarka et al. | Aminocarbonylation of 1, 1′-diiodoferrocene, two-step synthesis of heterodisubstituted ferrocene derivatives via homogeneous catalytic carbonylation/coupling reactions |