Practical method for transforming alkynes into alpha-diketones

J Org Chem. 2006 Jan 20;71(2):826-8. doi: 10.1021/jo051793g.

Abstract

[reaction: see text] Oxidation of alkynes to alpha-dicarbonyl derivatives through a convenient one-pot procedure via a Brønsted acid-promoted "hydration" and a DMSO-based oxidation sequence has been achieved in high yields. The scope and limitations of the reaction have also been investigated.

MeSH terms

  • Alkynes / chemistry*
  • Dimethyl Sulfoxide
  • Indicators and Reagents
  • Ketones / chemical synthesis*
  • Ketones / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Oxidation-Reduction

Substances

  • Alkynes
  • Indicators and Reagents
  • Ketones
  • Dimethyl Sulfoxide