Copper-catalyzed regioselective 1,2-thioamidation of alkenes

被引：40

作者：

Li, Dengke ^{[1
]}

Mao, Tingting ^{[1
]}

Huang, Jinbo ^{[1
]}

Zhu, Qiang ^{[1
]}

机构：

[1] Chinese Acad Sci, Guangzhou Inst Biomed & Hlth, State Key Lab Resp Dis, 190 Kaiyuan Ave, Guangzhou 510530, Guangdong, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 24期

基金：

美国国家科学基金会;

关键词：

C-H IMIDATION; N-FLUOROBENZENESULFONIMIDE; FUNCTIONAL MOLECULES; BETA-HYDROXYSULFIDES; BOND-FORMATION; AMINO-ALKENES; AMINATION; TRIFLUOROMETHYLATION; STYRENES; ALKYNES;

D O I：

10.1039/c7cc00083a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient method for regioselective 1,2-thioamidation of terminal alkenes, catalyzed by copper in the presence of NFSI and thiols, has been disclosed. Under the reaction conditions, the amido radical was formed initially, followed by addition to the terminal carbon of alkenes and trapping of the resulting cuprate intermediate with thiols. Therefore, the regioselectivity was completely reversed compared to previously reported reactions which were initiated by sulfur-centred radicals or cations. When alkenes containing an amido N-H moiety were applied as substrates, intramolecular amido radical cyclization took place to afford sulfane substituted N-heterocycles.

引用

页码：3450 / 3453

页数：4

共 77 条

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