Transition-metal-free synthesis of phenanthridinones from biaryl-2-oxamic acid under radical conditions

Org Lett. 2015 Jan 16;17(2):346-9. doi: 10.1021/ol503459s. Epub 2015 Jan 8.

Abstract

Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemistry*
  • Catalysis
  • Cyclization
  • Molecular Structure
  • Oxamic Acid / chemistry*
  • Phenanthridines / chemical synthesis*
  • Phenanthridines / chemistry*
  • Transition Elements / chemistry*

Substances

  • Biological Products
  • Phenanthridines
  • Transition Elements
  • Oxamic Acid