Diastereoselective N-sulfonylaminoalkenylation of azulenes from terminal alkynes and azides via N-sulfonyl-1,2,3-triazoles

Org Lett. 2014 Sep 5;16(17):4468-71. doi: 10.1021/ol502208w. Epub 2014 Aug 18.

Abstract

The development of rhodium-catalyzed diastereoselective N-sulfonylaminoalkenylation of azulenes using N-sulfonyltriazoles is described. This procedure can be successfully applied to rhodium-catalyzed diastereoselective N-sulfonylaminoalkenylation of azulenes starting from terminal alkynes and N-sulfonylazides via a three-component semi-one-pot process.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Azides / chemistry*
  • Azulenes / chemical synthesis*
  • Azulenes / chemistry
  • Catalysis
  • Molecular Structure
  • Rhodium / chemistry*
  • Stereoisomerism
  • Sulfones / chemistry*
  • Triazoles / chemistry*

Substances

  • Alkynes
  • Azides
  • Azulenes
  • Sulfones
  • Triazoles
  • Rhodium