[Hydroxy(tosyloxy)iodo]benzene mediated alpha-azidation of ketones

Molecules. 2006 Jul 14;11(7):523-7. doi: 10.3390/11070523.

Abstract

Reaction of various ketones with [hydroxy(tosyloxy)iodo]benzene (HTIB) followed by treatment of the alpha-tosyloxy ketones thus generated in situ with NaN3 offers a one-pot procedure for the synthesis of alpha-azido ketones. The HTIB used in this conversion may also be generated in situ by using iodosobenzene in combination with p-toluene-sulphonic acid.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry*
  • Benzenesulfonates / chemistry
  • Iodobenzenes / chemistry*
  • Ketones / chemistry*

Substances

  • Azides
  • Benzenesulfonates
  • Iodobenzenes
  • Ketones
  • 4-toluenesulfonic acid
  • iodosobenzene