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Synthesis 1997; 1997(7): 764-768
DOI: 10.1055/s-1997-1420
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A Facile and Selective Procedure for Oxidation of Sulfides to Sulfoxides on Silica Gel Supported Magnesium Monoperoxyphthalate (MMPP) in Dichloromethane

Mohammed Hashmat Ali1 , William C. Stevens2
  • 1Department of Chemistry, Southeast Missouri State University, One University Plaza, Cape Girardeau, Missouri 63701, U.S.A., Fax +1(573)6512223; E-mail: c238scc@semovm.semo.edu
  • 2Nuclear Magnetic Resonance Facility, Southern Illinois University, Carbondale, IL 62901-4405, U.S.A.
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Publication Date:
31 December 2000 (online)

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The scope of the magnesium monoperoxyphthalate (MMPP) oxidation of sulfides to sulfoxides has been extended by using hydrated silica gel as a solid support in dichloromethane media. This procedure works in the presence of a number of functional groups on the sulfides, including carbonyl and alkene groups that have been known to undergo Baeyer-Villiger oxidation and epoxidation with MMPP when using more conventional procedures. To our knowledge, this is the first example of oxidation of sulfides containing a carbonyl group with MMPP in non-aqueous media without any Baeyer-Villiger reaction. The reported procedure is easy to perform, product separation is trivial and it produces excellent yields.

magnesium monoperoxyphthalate (MMPP) oxidation - sulfides - sulfoxides - solid support - silica gel