Hydrocarbonylation of conjugated dienes is one of the most promising yet challenging methods for the synthesis of carbonyl compounds.Herein,we reported the development of an unprecedented palladium-catalyzed branched ...Hydrocarbonylation of conjugated dienes is one of the most promising yet challenging methods for the synthesis of carbonyl compounds.Herein,we reported the development of an unprecedented palladium-catalyzed branched selective 3,4-hydroaminocarbonylation of 1,3-dienes with CO and amines hydrochloride to affordβ,γ-unsaturated amides.This reaction employs readily available starting materials(including anilines,amines,amino acids,peptides,aryl-1,3-dienes,alyl-1,3-dienes)and tolerates a wide range of functional groups,thus providing a facile and effective approach to access a diverse array ofα-substitutedβ,γ-unsaturated amides.Mechanistic investigations suggested that the hydropalladation of dienes is irreversible,and the insertion of CO into the allyl-Pd species is probably the rate-limiting step.展开更多
基金supported by the National Natural Science Foundation of China(22171224,21971204)the Innovation Capability Support Program of Shaanxi Province(2020TD-022)the Fund of Education Department of Shaanxi Provincial Government(22JP082)。
文摘Hydrocarbonylation of conjugated dienes is one of the most promising yet challenging methods for the synthesis of carbonyl compounds.Herein,we reported the development of an unprecedented palladium-catalyzed branched selective 3,4-hydroaminocarbonylation of 1,3-dienes with CO and amines hydrochloride to affordβ,γ-unsaturated amides.This reaction employs readily available starting materials(including anilines,amines,amino acids,peptides,aryl-1,3-dienes,alyl-1,3-dienes)and tolerates a wide range of functional groups,thus providing a facile and effective approach to access a diverse array ofα-substitutedβ,γ-unsaturated amides.Mechanistic investigations suggested that the hydropalladation of dienes is irreversible,and the insertion of CO into the allyl-Pd species is probably the rate-limiting step.
