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Synthesis 1995; 1995(5): 553-556
DOI: 10.1055/s-1995-3956
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A Simple and Efficient Preparation of 3-Aryl-3-Trifluoromethyl-3H-Diazirinyl Sulfoxides and Sulfones

John B.C. Findlay, Colin W.G. Fishwick* , Ian D. Kersey, Peter Ward
  • *School of Chemistry, University of Leeds, Leeds LS2 9JT, England, Fax +44(532)336565
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Publication Date:
31 December 2000 (online)

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All regioisomers of 3-aryl-3-trifluoromethyl-3H-diazirinyl sulfoxides and sulfones have been prepared in five steps from the corresponding bromothioanisoles in excellent overall yields. The key step involves a simultaneous oxidation of sulfide and diaziridine moieties respectively, to yield either the diazirine sulphoxide or sulphone, depending on reaction conditions.

diazirines - oxidation - sulfoxides - sulfones