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
收藏
页码：2660 / 2663
页数：4
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