Oxidation of sulfides using recyclable pseudocyclic benziodoxole triflate

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A new pseudocyclic hypervalent iodine reagent, benziodoxole triflate (IBA-OTf, a complex of 2-iodosylbenzoic acid with trifluoromethanesulfonic acid), can be used as an efficient oxidant for selective oxidation of various organic sulfides to sulfoxides. This oxidation proceeds under mild condition to afford the corresponding sulfoxides in moderate to good yields without overoxidation. The reduced form of the hypervalent iodine reagent, 2-iodobenzoic acid, can be easily recovered from the reaction mixture in good yields by a simple acid-base liquid-liquid biphasic protocol. (Chemical Equation Presented).

Original languageEnglish (US)
Pages (from-to)32-40
Number of pages9
Issue number3
StatePublished - Dec 4 2016

Bibliographical note

Funding Information:
This work was supported by a research grant from the NSF (CHE-1262479).

Publisher Copyright:

Copyright 2017 Elsevier B.V., All rights reserved.


  • Benziodoxole
  • Hypervalent iodine
  • Oxidation
  • Recyclable reagents
  • Sulfides

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