m-iodosylbenzoic acid as a convenient recyclable reagent for highly efficient RuCl3-catalyzed oxidation of alcohols to carbonyl compounds

Mekhman S. Yusubov, Marina P. Gilmkhanova, Viktor Vladimirovich Zhdankin, Andreas Kirschning

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

m-Iodosylbenzoic acid selectively oxidizes primary and secondary alcohols to the respective carbonyl compounds in the presence of RuCl3 (0.5 mol%) at room temperature in aqueous acetonitrile. Separation of pure products is conveniently achieved by scavenging any aryl iodide by ion exchange with IRA-900 (hydroxide form) or by simple extraction of the basic aqueous solution with water. The reduced form of the reagent, m-iodobenzoic acid, can be easily recovered from the ion-exchange resin or from the basic aqueous solution by simple acidification with HCl.

Original languageEnglish
Pages (from-to)563-566
Number of pages4
JournalSynlett
Issue number4
DOIs
Publication statusPublished - 1 Mar 2007

Fingerprint

Carbonyl compounds
Iodobenzoates
Alcohols
Ion Exchange Resins
Oxidation
Acids
Acidification
Scavenging
Iodides
Ion exchange
Water
Temperature
hydroxide ion
acetonitrile

Keywords

  • Catalysis
  • Hypervalent iodine
  • m-iodosobenzoic acid
  • Oxidation
  • Scavenger

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

m-iodosylbenzoic acid as a convenient recyclable reagent for highly efficient RuCl3-catalyzed oxidation of alcohols to carbonyl compounds. / Yusubov, Mekhman S.; Gilmkhanova, Marina P.; Zhdankin, Viktor Vladimirovich; Kirschning, Andreas.

In: Synlett, No. 4, 01.03.2007, p. 563-566.

Research output: Contribution to journalArticle

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AU - Gilmkhanova, Marina P.

AU - Zhdankin, Viktor Vladimirovich

AU - Kirschning, Andreas

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