Pd-Catalyzed Intermolecular ortho-C-H Amidation of Anilides by N-Nosyloxycarbamate

被引：311
作者：
Ng, Ka-Ho
Chan, Albert S. C.
Yu, Wing-Yiu [1 ]
机构：
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 37期
关键词：
ORTHO-ARYLATION; DIRECT AMINATION; BOND FORMATION; PALLADIUM; ACTIVATION; COMPLEXES; FUNCTIONALIZATION; ACETANILIDES; DERIVATIVES; REACTIVITY;
D O I：
10.1021/ja106364r
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A palladium-catalyzed ortho-C-H amidation of anilides by N-nosyloxycarbamates was developed for the synthesis of 2-aminoanilines. This reaction can be carried out under relatively mild conditions and exhibits excellent regioselectivity and functional group tolerance. The amidation reaction is probably initiated by rate-limiting C-H cyclopalladation (k(H)/k(D) = 3.7) to form an arylpalladium complex, followed by nitrene functionalization.
引用
收藏
页码：12862 / 12864
页数：3
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