Elemental sulfur as a sulfuration agent in the copper-catalyzed C-H bond thiolation of electron-deficient arenes

被引：19

作者：

Yan, Haiming ^{[1
]}

Huang, Zhiliang ^{[2
]}

Chen, Meng ^{[1
]}

Li, Cuiting ^{[1
]}

Chen, Ya ^{[1
]}

Gao, Meng ^{[1
]}

Lei, Aiwen ^{[1
,2
]}

机构：

[1] Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China

[2] Wuhan Univ, Coll Chem & Mol Sci, IAS, Wuhan 430072, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 39期

基金：

中国国家自然科学基金; 中国博士后科学基金; 高等学校博士学科点专项科研基金;

关键词：

CROSS-COUPLING REACTIONS; FUNGUS EPICOCCUM-NIGRUM; OXIDATIVE TRIFLUOROMETHYLTHIOLATION; ROOM-TEMPERATURE; TERMINAL ALKYNES; DIARYL SULFIDES; SULFENYLATION; HETEROARENES; DISELENIDES; CHEMISTRY;

D O I：

10.1039/c7ob02036h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By utilizing elemental sulfur as the thiolation agent and oxidant, a copper-catalyzed direct C-H bond thiolation of electron-deficient arenes was demonstrated. Various electron-deficient arenes were proved to be suitable for this transformation. Preliminary mechanistic studies indicated that this reaction underwent a radical pathway, in which the trisulfur radical anion (S-3(center dot-)) might play a vital role. Meanwhile, KIE experiments suggested that C-H bond cleavage was not involved in the rate-determining step.

引用

页码：8276 / 8279

页数：4

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