An efficient and straightforward route to terminal vinyl sulfones via palladium-catalyzed Suzuki reactions of α-bromo ethenylsulfones

被引：12

作者：

Fang, Yewen ^{[1
]}

Yuan, Meijuan ^{[2
]}

Zhang, Juncong ^{[1
]}

Zhang, Li ^{[2
]}

Jin, Xiaoping ^{[3
]}

Li, Ruifeng ^{[2
]}

Li, Jinjian ^{[1
]}

机构：

[1] Ningbo Univ Technol, Sch Chem Engn, 89 Cuibai Rd, Ningbo 315016, Zhejiang, Peoples R China

[2] Taiyuan Univ Technol, Coll Chem & Chem Engn, 79 West Yingze St, Taiyuan 030024, Peoples R China

[3] Zhejiang Pharmaceut Coll, Dept Biol & Pharmaceut Sci, 888 Yinxian Ave East, Ningbo 315100, Zhejiang, Peoples R China

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 13期

基金：

中国国家自然科学基金;

关键词：

alpha-Substituted ethenylsulfones; Suzuki reaction; Cross-coupling; Palladium catalysis; Diimide reduction; CROSS-COUPLING REACTIONS; STEREOSPECIFIC SYNTHESIS; CINNAMIC-ACIDS; ONE-POT; ARYL; REAGENTS; ARYLATIONS; SULFOXIDES; ALKENES; DESIGN;

D O I：

10.1016/j.tetlet.2016.02.065

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and simple protocol for the synthesis of alpha-substituted alkenylsulfones has been developed firstly via palladium-catalyzed Suzuki reactions between alpha-bromo ethenylsulfones and organoborons. Using a catalyst composed of Pd(OAc)(2) and SPhos, a variety of aryl, heteroaryl, and alkylboron reagents could efficiently couple with a-bromo ethenylsulfones under mild conditions. Moreover, it has been demonstrated for the first time that vinyl sulfones underwent smooth reduction by diimide generated from 2-nitrobenzenesulfonylhydrazide. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：1460 / 1463

页数：4

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