Synthesis of sulfonyl chlorides and thiosulfonates from H2O2-TiCl4

被引：67

作者：

Bahrami, Kiumars ^{[1
,2
]}

Khodaei, Mohammad M. ^{[1
,2
]}

Khaledian, Donya ^{[1
]}

机构：

[1] Razi Univ, Dept Organ Chem, Fac Chem, Kermanshah 6714967346, Iran

[2] Razi Univ, Nanosci & Nanotechnol Res Ctr NNRC, Kermanshah 6714967346, Iran

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 03期

关键词：

Sulfonyl chlorides; Oxidative chlorination; Thiosulfonates; Titanium tetrachloride; Hydrogen peroxide; THIOSULFINIC S-ESTERS; SELECTIVE OXIDATION; CHARCOAL N2O4/CHARCOAL; ALPHA-DISULFOXIDE; DISULFIDES; THIOLS; INTERMEDIATE; SELENOESTERS; SULFONAMIDES; DERIVATIVES;

D O I：

10.1016/j.tetlet.2011.11.052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new method is described for the oxidative chlorination of thiols to sulfonyl chlorides using titanium tetrachloride in combination with the oxidant hydrogen peroxide. Direct conversion of thiols into their corresponding thiosulfonates is also reported. Good to excellent yields, short reaction times, high efficiencies, cost-effectiveness, and, facile isolation of the desired products make the present methodology a practical alternative. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：354 / 358

页数：5

共 51 条

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ALPER H, 1969, TETRAHEDRON LETT, P1239

[2] Rhenium-catalyzed oxidation of thiols and disulfides with sulfoxides [J].