Synthesis of Sulfonyl Chlorides
and Sulfonic Acids in SDS Micelles

Kiumars Bahrami; Mohammad M. Khodaei; Jamshid Abbasi

doi:10.1055/s-0031-1289628

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Synthesis 2012(2): 316-322
DOI: 10.1055/s-0031-1289628

PAPER

Synthesis of Sulfonyl Chlorides and Sulfonic Acids in SDS Micelles

Kiumars Bahrami*^a,b, Mohammad M. Khodaei*^a, Jamshid Abbasi^a
^a Department of Organic Chemistry, Faculty of Chemistry, Razi University, Kermanshah 67149-67346, Iran
Fax: +98(831)4274559; e-Mail: kbahrami2@hotmail.com; e-Mail: mmkhoda@razi.ac.ir;
^b Nanoscience and Nanotechnology Research Center (NNRC), Razi University, Kermanshah 67149-67346, Iran

Further Information

Publication History

Received 21 September 2011
Publication Date:
30 November 2011 (online)

Abstract
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Abstract

H₂O₂/POCl₃ is found to be a reactive reagent system that can be used in sodium dodecyl sulfate (SDS) micellar solution in aqueous media for the direct oxidative chlorination of thiol and disulfide derivatives to give the desired sulfonyl chlorides. The oxidation of thiols and disulfides to sulfonic acids with this system is also reported. In most cases, these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity.

Key words

micelles - oxidation - hydrogen peroxide - thiols - solvent systems - amphiphiles

Supporting Information

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Supplementary Material

Supporting Information