A phosphine-mediated conversion of azides into diazo compounds

Angew Chem Int Ed Engl. 2009;48(13):2359-63. doi: 10.1002/anie.200804689.


N2 the mild: Diazo compounds are extremely versatile intermediates for synthetic organic chemistry, but their synthesis can be challenging in the presence of delicate functional groups. The Staudinger ligation has inspired a mild method for the conversion of a broad range of azides into their diazo compound derivatives through an acyl triazene intermediate.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Azides / chemistry*
  • Azo Compounds / chemical synthesis*
  • Azo Compounds / chemistry
  • Phosphines / chemistry*


  • Azides
  • Azo Compounds
  • Phosphines
  • phosphine