Isocyanide insertion: de novo synthesis of trifluoromethylated phenanthridine derivatives

Org Lett. 2013 Nov 1;15(21):5520-3. doi: 10.1021/ol4026827. Epub 2013 Oct 15.

Abstract

A mechanistically new strategy has been described for the simple, practical, and environmentally friendly preparation of 6-(trifluoromethyl)phenanthridine derivatives using ionic isocyanide insertion from biphenyl isocyanide derivatives and Umemoto's reagent. These reactions were promoted only by inorganic base in good-to-excellent chemical yields without any external stoichiometric oxidants and radical initiators.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyanides / chemistry*
  • Molecular Structure
  • Phenanthridines / chemical synthesis*
  • Phenanthridines / chemistry

Substances

  • 6-(trifluoromethyl)phenanthridine
  • Cyanides
  • Phenanthridines