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Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides

Kiumars Bahrami*, Mohammad M. Khodaei* and Mehdi Soheilizad

*Department of Chemistry, Razi University, Kermanshah 67149, Iran, Email: kbahrami2hotmail.com, mmkhodarazi.ac.ir

K. Bahrami, M. M. Khodaei, M. Soheilizad, J. Org. Chem., 2009, 74, 9287-9291.

DOI: 10.1021/jo901924m (free Supporting Information)


Abstract

The combination of H2O2 and SOCl2 is a highly reactive reagent for the direct oxidative conversion of thiol derivatives to the corresponding sulfonyl chlorides through oxidative chlorination. Upon reaction with amines, the corresponding sulfonamides were obtained in excellent yields in very short reaction times.

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A Novel, Practical Synthesis of Sulfonyl Chlorides from Thiol and Disulfide Derivatives

K. Bahrami, M. M. Khodaei, M. Soheilizad, Synlett, 2009, 2773-2776.


Key Words

oxidative chlorination, sulfonyl chlorides, sulfonamides, thiols, hydrogen peroxide


ID: J42-Y2009-3570