Tetrahedron Letters

Synthesis of sulfonyl chlorides and thiosulfonates from H 2 O 2–TiCl 4

K Bahrami, MM Khodaei, D Khaledian

Index: Bahrami, Kiumars; Khodaei, Mohammad M.; Khaledian, Donya Tetrahedron Letters, 2012 , vol. 53, # 3 p. 354 - 358

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Citation Number: 16

Abstract

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.