A general method to diverse cinnolines and cinnolinium salts

Chemistry. 2013 May 10;19(20):6239-44. doi: 10.1002/chem.201300155. Epub 2013 Mar 28.

Abstract

Rhodium catalysis: A highly efficient and general method has been established to prepare cinnolines, cinnolinium salts, and polycyclic cinnolinium salts through the rhodium(III)-catalyzed oxidative C-H activation/cyclization of azo compounds with alkynes (see scheme). Key features of this methodology include the unprecedented capacity to create both cinnoline and cinnolinium frameworks.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Azo Compounds / chemistry*
  • Catalysis
  • Cyclization
  • Heterocyclic Compounds, 2-Ring / chemical synthesis*
  • Heterocyclic Compounds, 2-Ring / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Rhodium / chemistry*
  • Salts

Substances

  • Alkynes
  • Azo Compounds
  • Heterocyclic Compounds, 2-Ring
  • Salts
  • Rhodium
  • cinnoline