Iodobenzene-Catalyzed Synthesis of Phenanthridinones via Oxidative C-H Amidation

J Org Chem. 2017 Apr 7;82(7):3589-3596. doi: 10.1021/acs.joc.7b00106. Epub 2017 Mar 10.

Abstract

We report a novel synthesis of phenanthridinones from N-methoxybenzamides using an oxidative C-H amidation reaction at room temperature in open air with modest to excellent yields. This method demonstrated unprecedented substrate scope. In particular, it solved the long-standing challenge in the synthesis of phenanthridinones with sterically demanding substitutions.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Iodobenzenes / chemistry*
  • Molecular Structure
  • Oxidation-Reduction
  • Phenanthridines / chemical synthesis*
  • Phenanthridines / chemistry

Substances

  • Amides
  • Iodobenzenes
  • Phenanthridines
  • iodobenzene