4.8 Article

A Three-Component Arene Difunctionalization: Merger of C(sp3)/(sp2)-H Bond Addition

期刊

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202314395

关键词

1,2-Difunctionalization; Bifunctional Reagent; DFT Studies; Multicomponent Reaction; Pd(II) Catalyst

向作者/读者索取更多资源

A tandem three-component C-H bond addition involving the activation of an inert C(sp(3))-H bond is reported. The reaction enables the direct regioselective synthesis of 1,2-difunctionalized arenes. Mechanistic studies reveal the reaction pathway.
A tandem three-component C-H bond addition involving the activation of an inert C(sp(3))-H bond is reported. The process enables the direct regioselective synthesis of 1,2-difunctionalized arenes with the formation of C(sp(3))- and C(sp(2))-C(arene) bonds. 2-Iodobenzoic acid derivatives behave as masked bifunctional reagent (BFR) and react with 2-pyridyl-methyl sulfoximine (MPyS) protected aliphatic acids bearing alpha,alpha-disubstituted groups, and alkenes to produce beta-aryl-delta-alkenyl amide derivatives in a single operation. The transformation involves Pd(II)/Pd(IV) and Pd(II)/Pd(0) catalytic systems. Detailed mechanistic studies, including density functional theory (DFT) calculations, reveal the formation of large T-shaped palladacycles and the onset of a 1,2-palladium migration via decarboxylation.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.8
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

暂无数据
暂无数据