Oxidation of benzyl alcohols with difluoro(aryl)-λ3-bromane: formation of benzyl fluoromethyl ethers via oxidative rearrangement

Masahito Ochiai, Akira Yoshimura, Kazunori Miyamoto

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Oxidative rearrangement of benzyl alcohols with difluoro(p-trifluoromethylphenyl)-λ3-bromane (5 × 10-2 M) in chloroform at room temperature afforded aryl fluoromethyl ethers selectively in good yields, probably via 1,2-shift of aryl groups from benzylic carbon to oxygen atoms.

Original languageEnglish
Pages (from-to)4792-4795
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number33
DOIs
Publication statusPublished - 18 Aug 2009
Externally publishedYes

Keywords

  • Alcohol
  • Bromine
  • Ether
  • Hypervalent
  • Oxidation
  • Rearrangement

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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