Stereoselective Heck Reactions with Vinyl Sulfoxides, Sulfides and Sulfones

被引：17

作者：

Bachmann, Daniel G. ^{[1
]}

Wittwer, Christopher C. ^{[1
]}

Gillingham, Dennis G. ^{[1
]}

机构：

[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 18期

基金：

瑞士国家科学基金会;

关键词：

cross-coupling; Heck reaction; palladium; sulfoxides; ARYL BROMIDES; ARYLATION; CATALYST; PALLADIUM(II); COMPLEXES; INSIGHTS; SYSTEM;

D O I：

10.1002/adsc.201300678

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We report the Heck cross-coupling of notoriously unreactive, but synthetically valuable olefins: vinyl sulfoxides, vinyl sulfones, and vinyl sulfides. Key findings include the importance of the sterically hindered (tri-tert-butyl)phosphine ligand and the unique effectiveness of triethylamine as the base. The method is general, E-selective, and can be used to synthesize disubstituted or trisubstituted olefins through simple adjustments of stoichiometry.

引用

页码：3703 / 3707

页数：5

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