Convenient preparation of unsymmetrically substituted benzils by permanganate oxidation of beta-oxo phosphorus ylides

R Alan Aitken, J I G Cadogan, I Gosney

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

Oxidative cleavage of a range of ylides 4 with R(1) and/or R(2) being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.

Original languageEnglish
Pages (from-to)281-286
Number of pages6
JournalPhosphorus, Sulfur, and Silicon and the Related Elements
Volume101
Issue number1-4
Publication statusPublished - 1995

Keywords

  • phosphorus ylides
  • oxidation
  • 1,2-diketones
  • benzils
  • permanganate
  • oxoalkylidenetriphenylphosphoranes
  • OZONOLYTIC FRAGMENTATION
  • VICINAL TRICARBONYLS
  • OXYGEN FUNCTIONS
  • ALPHA-POSITION
  • DIKETONES

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