Radical-Radical Cross-Coupling for C-S Bond Formation

被引：87

作者：

Huang, Zhiliang ^{[1
]}

Zhang, Dongchao ^{[1
]}

Qi, Xiaotian ^{[2
]}

Yan, Zhiyuan ^{[1
]}

Wang, Mengfan ^{[1
]}

Yang, Haiming ^{[3
]}

Lei, Aiwen ^{[1
,3
]}

机构：

[1] Wuhan Univ, Inst Adv Studies, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China

[2] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China

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

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 10期

基金：

高等学校博士学科点专项科研基金; 中国国家自然科学基金;

关键词：

THIYL RADICALS; CHEMISTRY; REACTIVITY; MECHANISM; STRATEGY; OLEFINS;

D O I：

10.1021/acs.orglett.6b00764

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method was demonstrated to overcome the selectivity issue of radical radical cross-coupling toward the synthesis of asymmetric diaryl thioethers. The preliminary mechanism was revealed by radical-trapping experiments, DFT calculations, and kinetics, etc., indicating that the C-S bond formed through cross-coupling of a thiyl radical and an aryl radical cation. Moreover, the formation of an aryl radical cation instead of the C-H bond cleavage was determined as the rate-limiting step.

引用

页码：2351 / 2354

页数：4

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