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

Kiumars Bahrami*, Mohammad Mehdi Khodaei*, Mehdi Soheilizad

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

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

DOI: 10.1055/s-0029-1217989 (free Supporting Information)


Abstract

Hydrogen peroxide, in the presence of zirconium tetrachloride, is a very efficient reagent for the direct oxidative conversion of thiols and disulfides into the corresponding sulfonyl chlorides with high purity through oxidative chlorination. Excellent yields, very short reaction times, mild reaction conditions, and the avoidance of harsh reagents are the main advantages of this method.

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Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides

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


Key Words

oxidative chlorination, sulfonyl chlorides, thiols, disulfides, hydrogen peroxide, zirconium tetrachloride


ID: J60-Y2009-2910