Catalytic oxidation of alcohols to corresponding aldehydes or ketones with TEMPO-mediated iodosobenzene in water in the presence of a surfactant

Chenjie Zhu, Yunyang Wei, Lei Ji

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

An efficient, facile, and rapid oxidation of alcohols to the corresponding aldehydes or ketones with a stoichiometric amount of iodosobenzene (PhIO) in the presence of catalytic amounts of 2,2,6,6-tetramethyl-1-piperidinyloxyl free radical (TEMPO), KBr, and a surfactant, such as SDS (sodium dodecylsulfate), was reported. The oxidation proceeded in water at room temperature to afford aldehydes or ketones in excellent yields and high selectivity without overoxidation to carboxylic acids. Selective oxidation of primary alcohols in the presence of secondary alcohols was also achieved with the catalytic system of PhIO/TEMPO/KBr/SDS. A possible mechanism for the oxidation was supposed.

Original languageEnglish
Pages (from-to)2057-2066
Number of pages10
JournalSynthetic Communications
Volume40
Issue number14
DOIs
StatePublished - Jan 2010
Externally publishedYes

Keywords

  • Alcohols
  • Iodosobenzene
  • Oxidation
  • TEMPO
  • Water as solvent

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