4.4 Article

Simple Synthesis of Sulfonyl Chlorides from Thiol Precursors and Derivatives by NaClO2-Mediated Oxidative Chlorosulfonation

Journal

SYNLETT
Volume 24, Issue 16, Pages 2165-2169

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339675

Keywords

sulfonyl chloride; sodium chlorite; oxidative chlorosulfonation; synthetic methods; isothiourea

Funding

  1. National Basic Research Program of China [2013CB328900]
  2. National Natural Science Foundation of China [21172017, 20092013]

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A simple method to synthesize diverse sulfonyl chlorides through NaClO2-mediated oxidative chlorosulfonation of S-alkyl isothiourea salts is presented. The approach features safe operation, environmental friendliness, convenient purification procedures, and delivers high yields of up to 96%. The procedure is also applicable to substrates such as thiols, disulfides, thioacetates, and xanthates. It is a versatile and convenient method for the synthesis of various sulfonyl chlorides from different thiol precursors and derivatives.

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