"Ligand-Free" CuI-Catalyzed Highly Efficient Intramolecular S-Vinylation of Thiols with Vinyl Chlorides and Bromides

被引：46

作者：

Zhao, Qiwu ^{[2
]}

Li, Ling ^{[3
]}

Fang, Yewen ^{[1
]}

Sun, Deqian ^{[2
]}

Li, Chaozhong ^{[1
,2
,3
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China

[3] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 01期

关键词：

DIELS-ALDER REACTIONS; BASE-INDUCED REARRANGEMENT; ULLMANN COUPLING REACTION; ARYL IODIDES; NUCLEOPHILIC-SUBSTITUTION; ONE-POT; COPPER; HALIDES; ROUTE; MILD;

D O I：

10.1021/jo802235e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

With CuI as the catalyst and K3PO4 center dot 3H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.

引用

页码：459 / 462

页数：4

共 30 条

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