Iridium-catalyzed cycloaddition of azides and 1-bromoalkynes at room temperature

Org Lett. 2013 Sep 20;15(18):4698-701. doi: 10.1021/ol402008u. Epub 2013 Sep 6.

Abstract

Iridium dimer complexes were found to catalyze the [3 + 2] cycloaddition reaction of azides with bromoalkynes, yielding 1,5-disubstituted 4-bromo-1,2,3-triazoles in reasonable to excellent yields under mild conditions. The reaction offers a direct route to new 1,4,5-trisubstituted triazoles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Azides / chemistry*
  • Catalysis
  • Cyclization
  • Cycloaddition Reaction
  • Hydrocarbons, Brominated / chemical synthesis*
  • Hydrocarbons, Brominated / chemistry*
  • Iridium / chemistry*
  • Molecular Structure
  • Temperature
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry

Substances

  • Alkynes
  • Azides
  • Hydrocarbons, Brominated
  • Triazoles
  • Iridium