The first gold-catalyzed C-S bond formation:: Cycloisomerization of α-thioallenes to 2,5-dihydrothiophenes

被引：205

作者：

Morita, N ^{[1
]}

Krause, N ^{[1
]}

机构：

[1] Univ Dortmund, D-44227 Dortmund, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 12期

关键词：

C-S bond formation; cycloisomerization; gold; heterocycles; homogeneous catalysis; isomerization;

D O I：

10.1002/anie.200503846

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) One good ring deserves another: A highly efficient and stereoselective cycloisomerization of α-thioallenes to 2,5-dihydrothiophenes is the first example of a gold-catalyzed carbon-sulfur bond formation (see scheme, X = Cl, I). Both gold(I) and gold(III) salts can be used as the precatalyst, with AuCl and AuI giving the best yields. The method is of interest for the stereoselective synthesis of biologically active 2,5-disubstituted dihydro- or tetrahydrothiophenes. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1897 / 1899

页数：3

共 52 条

[1]

[Anonymous], 2005, ANGEW CHEM, V117, P7150, DOI DOI 10.1002/ANGE.200502735

[2] Recent applications of gold catalysis in organic synthesis [J].