LiClO4•3H2O promoted highly regioselective ring-opening of epoxides with thiols under neutral conditions

被引：45

作者：

Azizi, N ^{[1
]}

Saidi, MR ^{[1
]}

机构：

[1] Sharif Univ Technol, Dept Chem, Tehran, Iran

来源：

CATALYSIS COMMUNICATIONS | 2006年 / 7卷 / 04期

关键词：

protection; LiClO4 center dot 3H(2)O; solvent-free conditions; atom economy; epoxides; thiol;

D O I：

10.1016/j.catcom.2005.11.003

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A simple, rapid, atom economy and highly efficient procedure has been developed for thiolysis of epoxides by aromatic and aliphatic thiols under solvent-free conditions. A high regioselectivity in favor of nucleophilic attack at the benzylic carbon atom of aromatic epoxides, such as styrene oxide, is observed. However, aliphatic unsymmetrical alkenyl oxides undergo selective nucleophilic attack at the sterically less hindered carbon atom. A variety of P-hydroxy sulfides were obtained in short reaction time and excellent yields with nearly complete regioselectivity. (c) 2005 Elsevier B.V. All rights reserved.

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页码：224 / 227

页数：4

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