Palladium-catalyzed 3,4-hydroaminocarbonylation of conjugated dienes for formation ofβ,γ-unsaturated amides  

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作  者:Hui-Yi Yang Liang-Quan Lin Na-Qi Li Zhi-Hui Ren Zheng-Hui Guan 

机构地区:[1]Key Laboratory of Synthetic and Nature Molecule of Ministry of Education,Department of Chemistry&Materials Science,Northwest University,Xi’an 710127,China

出  处:《Science China Chemistry》2023年第5期1474-1481,共8页中国科学(化学英文版)

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)。

摘  要: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.

关 键 词:PALLADIUM-CATALYZED carbonylation reaction regioselectivity conjugated diene amides synthesis 

分 类 号:O623.626[理学—有机化学]

 

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