A new synthetic approach to 6-unsubstituted phenanthridine and phenanthridine-like compounds under mild and metal-free conditions

Org Biomol Chem. 2014 Jul 28;12(28):5077-81. doi: 10.1039/c4ob00797b.

Abstract

A new and mild synthetic approach for the synthesis of 6-unsubstituted phenanthridine and phenanthridine-like compounds under metal-free conditions at room temperature has been developed. The strategy involved a tandem azide rearrangement/intramolecular annulation and oxidation reactions of biarylmethyl azide precursors to obtain the desired products in up to 99% yields with high regioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azides / chemistry*
  • Catalysis
  • Molecular Structure
  • Oxidation-Reduction
  • Phenanthridines / chemical synthesis*
  • Phenanthridines / chemistry
  • Stereoisomerism
  • Temperature

Substances

  • Azides
  • Phenanthridines