Synthesis of unsymmetrical ketones via simple C-H activation of aldehydes and concomitant hydroacylation of vinyl sulfonates

Org Biomol Chem. 2009 Jan 21;7(2):235-7. doi: 10.1039/b819235a. Epub 2008 Nov 26.

Abstract

A new and simple protocol for the direct functionalisation of aldehydes with concomitant conversion into ketones via C-C bond formation has been developed. The reaction effectively enables the direct C-H activation of an aldehyde by mixing of an aldehyde and a vinyl sulfonate under aerobic conditions or using hydrogen peroxide as a sub-stoichiometric reagent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Aldehydes / chemistry*
  • Alkanesulfonates / chemistry*
  • Carbon / chemistry*
  • Catalysis
  • Hydrogen / chemistry
  • Hydrogen Peroxide / chemistry
  • Ketones / chemical synthesis*

Substances

  • Aldehydes
  • Alkanesulfonates
  • Ketones
  • Carbon
  • Hydrogen
  • Hydrogen Peroxide