A chemoselective, one-pot transformation of aldehydes to nitriles

J Org Chem. 2012 Oct 19;77(20):9334-7. doi: 10.1021/jo301133y. Epub 2012 Oct 10.

Abstract

This paper describes a procedure for direct conversion of aldehydes to nitriles using O-(diphenylphosphinyl)hydroxylamine (DPPH). Aldehydes are smoothly transformed to their corresponding nitriles by heating with DPPH in toluene. The reaction can be accomplished in the presence of alcohol, ketone, ester, or amine functionality.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Molecular Structure
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry

Substances

  • Aldehydes
  • Nitriles