Iron-catalyzed synthesis of glycine derivatives via carbon-nitrogen bond cleavage using diazoacetate

Chem Commun (Camb). 2010 Dec 14;46(46):8860-2. doi: 10.1039/c0cc03781h. Epub 2010 Oct 21.

Abstract

Treatment of tertiary amines with diazoacetate in the presence of a catalytic amount of an iron salt, FeCl(3), in ethanol gave glycine derivatives. In this reaction, a carbon-nitrogen single bond of the amine was cleaved.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry
  • Carbon / chemistry*
  • Catalysis
  • Chlorides / chemistry*
  • Diazonium Compounds / chemistry*
  • Ferric Compounds / chemistry*
  • Glycine / analogs & derivatives
  • Glycine / chemical synthesis*
  • Glycine / chemistry
  • Molecular Structure
  • Nitrogen / chemistry*
  • Stereoisomerism

Substances

  • Amines
  • Chlorides
  • Diazonium Compounds
  • Ferric Compounds
  • Carbon
  • Nitrogen
  • diazoacetic ester
  • Glycine
  • ferric chloride