Rh-Catalyzed Intermolecular Carbenoid Functionalization of Aromatic C-H Bonds by α-Diazomalonates

被引:424
作者
Chan, Wai-Wing
Lo, Siu-Fung
Zhou, Zhongyuan
Yu, Wing-Yiu [1 ]
机构
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
关键词
CROSS-COUPLING REACTION; TERT-BUTYL HYDROPEROXIDE; STEREOSELECTIVE-SYNTHESIS; N-CHLOROAMINES; PALLADIUM; ACTIVATION; INSERTION; ARYL; DIAZOESTERS; ALDEHYDES;
D O I
10.1021/ja305771y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Rh-catalyzed intermolecular coupling of diazomalonates with arene C H bonds is reported. The reaction is initiated by electrophilic C H activation, which is followed by coupling of the arylrhodium(III) complex with the diazomalonate. In most cases, arenes with oximes, carboxylic acids, and amines as directing groups cross couple with diazomalonates with excellent regioselectivities and functional group tolerance, and thus, this reaction offers a new route to alpha-aryl carbonyl compounds for specific applications.
引用
收藏
页码:13565 / 13568
页数:4
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