Aniline Carbamates: A Versatile and Removable Motif for Palladium-Catalyzed Directed C-H Activation

被引：32

作者：

Uhlig, Nick ^{[1
,2
]}

Li, Chao-Jun ^{[1
,2
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 0B8, Canada

[2] McGill Univ, FQRNT Ctr Green Chem & Catalysis, Montreal, PQ H3A 0B8, Canada

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 38期

基金：

加拿大自然科学与工程研究理事会;

关键词：

aniline carbamates; arylation; C-H activation; cross-coupling; palladium; ONE-POT SYNTHESIS; ORTHO-ARYLATION; BOND ACTIVATION; INTRAMOLECULAR ALKYLATION; INTERMOLECULAR AMIDATION; (+)-LITHOSPERMIC ACID; DIARYLIODONIUM SALTS; ORTHO-BROMINATION; BORONIC ACIDS; SIMPLE ARENES;

D O I：

10.1002/chem.201403712

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The aniline carbamate is introduced as a new removable directing group for C-H activation. Its versatility and ability as a directing group are demonstrated by its use in the ortho-arylation of a wide variety of aniline derivatives under palladium(II) catalysis, with symmetric diaryliodonium salts as aryl donors. The reaction differs from previously reported arylations in its selectivity and its mechanism, as elucidated by kinetic and isotopic experiments. The directing group can also be easily removed under a variety of conditions.

引用

页码：12066 / 12070

页数：5