Benzotriazol-1-yl-sulfonyl azide for diazotransfer and preparation of azidoacylbenzotriazoles

J Org Chem. 2010 Oct 1;75(19):6532-9. doi: 10.1021/jo101296s.

Abstract

Benzotriazol-1-yl-sulfonyl azide, a new crystalline, stable, and easily available diazotransfer reagent provides N-(α-azidoacyl)benzotriazoles convenient for N-, O-, C- and S-acylations. The efficient syntheses of various amides, azido protected peptides, esters, ketones and thioesters is reported together with a wide range of azides (including α-azido acids from α- amino acids in partially aqueous conditions) and diazo compounds.

MeSH terms

  • Azides / chemistry*
  • Molecular Structure
  • Stereoisomerism
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry

Substances

  • Azides
  • Triazoles
  • benzotriazole