Organic iodine(V) compounds as terminal oxidants in iron(III) phthalocyanine catalyzed oxidation of alcohols

Ivan M. Geraskin, Matthew W. Luedtke, Heather M. Neu, Victor N. Nemykin, Viktor V. Zhdankin

Research output: Contribution to journalArticlepeer-review

65 Citations (Scopus)

Abstract

The pseudocyclic iodine(V) oxidants, such as esters of iodoxybenzoic acid (IBX-esters) and 2-iodylphenol ethers, can serve as stable and efficient sources of oxygen in catalytic oxidations, and their reactivity is similar to the commonly used thermally unstable and potentially explosive iodosylbenzene. In a specific example, primary or secondary benzylic alcohols are selectively oxidized by isopropyl IBX-ester in the presence of μ-oxo-(tetra-tert-butylphthalocyaninato)iron(III) (0.1 mol equiv) in dichloromethane at room temperature in 0.5-2 h to afford the respective carbonyl compounds in 100% conversion and preparative yields 91-95% after column chromatography.

Original languageEnglish
Pages (from-to)7410-7412
Number of pages3
JournalTetrahedron Letters
Volume49
Issue number52
DOIs
Publication statusPublished - 22 Dec 2008
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Organic iodine(V) compounds as terminal oxidants in iron(III) phthalocyanine catalyzed oxidation of alcohols'. Together they form a unique fingerprint.

Cite this