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

被引：310

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

页码：12862 / 12864

页数：3

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