Palladium-Catalyzed anti-Michael-Type (Hetero)arylation of Acrylamides

被引：5
|
作者：
Suzuki, Hirotsugu [1 ]
Moro, Ryota [2 ]
Matsuda, Takanori [2 ]
机构：
[1] Univ Fukui, Tenure Track Program Innovat Res, Fukui, Fukui 9108507, Japan
[2] Tokyo Univ Sci, Dept Appl Chem, Tokyo 1628601, Japan
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2024年 / 146卷 / 20期
基金：
日本学术振兴会;
关键词：
UNACTIVATED ALKENES; REGIOSELECTIVE HYDROCARBOFUNCTIONALIZATION; CARBONYL-COMPOUNDS; ALPHA-ARYLATION; HYDROAMINATION; FUNCTIONALIZATION; ALKYLATION; PATHWAYS; AMIDES;
D O I：
10.1021/jacs.4c00841
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This paper reports a direct alpha-(hetero)arylation of acrylamides through an inverse electron-demand nucleophilic addition, specifically an anti-Michael-type addition. The introduction of a quinolyl directing group facilitates the nucleophilic addition of (hetero)arenes to the alpha-position of acrylamides. The quinolyl directing group effectively suppresses undesired beta-hydrogen elimination and is removable for subsequent derivatization. The presented method provides an atom economical synthesis of alpha-(hetero)arylamide with a high degree of functional group tolerance.
引用
收藏
页码：13697 / 13702
页数：6
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