2-Aminophenyl-1H-pyrazole as a Removable Directing Group for Copper -Mediated C-H Amidation and Sulfonamidation

被引：58

作者：

Lee, Wan-Chen Cindy ^{[1
]}

Shen, Yuning ^{[1
]}

Gutierrez, David A. ^{[1
]}

Li, Jie Jack ^{[1
]}

机构：

[1] Univ San Francisco, Dept Chem, 2130 Fulton St, San Francisco, CA 94117 USA

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 11期

关键词：

N-ARYLATION; AMINATION; HETEROARENES; HETEROCYCLES; DERIVATIVES; INHIBITORS; COMPLEXES; ARENES; SULFONYLATION; REACTIVITY;

D O I：

10.1021/acs.orglett.6b01105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Aminophenyl-1H-pyrazole was discovered as a removable bidentate directing group for copper-mediated aerobic oxidative C(sp(2)-H) bond amidation and sulfonamidation. When Cu(OAc)(2) was employed as the copper source and 1,1,3,3-tetramethylguanidine as an organic base, the reaction, optimally carried out overnight in DMSO at 80 degrees C in open air, produced a variety of amides and sulfonamides in moderate to excellent yields. This directing group has proven to be particularly efficient in C-H sulfonamidation.

引用

页码：2660 / 2663

页数：4

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