Copper-Catalyzed Coupling of Oxime Acetates with Isothiocyanates: A Strategy for 2-Aminothiazoles

被引：110

作者：

Tang, Xiaodong ^{[1
]}

Zhu, Zhongzhi ^{[1
]}

Qi, Chaorong ^{[1
]}

Wu, Wanqing ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 02期

基金：

中国国家自然科学基金;

关键词：

C-H ACTIVATION; OXIDIZING DIRECTING GROUP; EFFICIENT SYNTHESIS; INTERNAL OXIDANT; FUNCTIONALIZED PYRIDINES; BOND FUNCTIONALIZATION; N-PHENOXYACETAMIDES; MOLECULAR-OXYGEN; INDOLE SYNTHESIS; PHASE SYNTHESIS;

D O I：

10.1021/acs.orglett.5b03188

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new strategy for 2-aminothiazoles is developed via the copper-catalyzed coupling of oxime acetates with isothiocyanates. Various 4-substituted and 4,5-disubstituted 2-aminothiazoles were formed smoothly under mild reaction conditions. This process involved copper-catalyzed N-O bond cleavage, activation of vinyl sp(2) C-H bonds, and C-S/C-N bond formations. It is noteworthy that the oxime acetates were used not only as a substrate but also as a single oxidant.

引用

页码：180 / 183

页数：4

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