Oxidation of sulfides using recyclable pseudocyclic benziodoxole triflate

Research output: Contribution to journalArticle

Abstract

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
Pages (from-to)32-40
Number of pages9
JournalArkivoc
Volume2017
Issue number3
DOIs
Publication statusPublished - 4 Dec 2016
Externally publishedYes

Fingerprint

Sulfoxides
Sulfides
Iodine
Oxidation
Liquids
Oxidants
Acids
2-iodoxybenzoic acid
2-iodobenzoic acid
trifluoromethanesulfonic acid
2-iodosobenzoic acid

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Oxidation of sulfides using recyclable pseudocyclic benziodoxole triflate. / Yoshimura, Akira; Zhdankin, Viktor V.

In: Arkivoc, Vol. 2017, No. 3, 04.12.2016, p. 32-40.

Research output: Contribution to journalArticle

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