Copper-Catalyzed Cascade Amination Route to N-Aryl Benzimidazoquinazolinones

J Org Chem. 2016 Nov 4;81(21):10424-10432. doi: 10.1021/acs.joc.6b01287. Epub 2016 Aug 29.

Abstract

An efficient one-pot Cu-catalyzed C-H functionalization/two-fold C-N bond formation protocol for the syntheses of N-aryl benzimidazoquinazolinones is being reported. This strategy involves a Cu-catalyzed C-N bond coupling reaction between N-anilinoquinazolinones and aryl/heteroaryl halides followed by acetate ligand-assisted intramolecular C-H amination.a This reaction is high-yielding and straightforward for the synthesis of anti-cancer drug analogues of benzimidazoquinazolinones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amination
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Catalysis
  • Copper / chemistry*
  • Quinazolinones / chemistry*
  • Spectrum Analysis / methods

Substances

  • Antineoplastic Agents
  • Quinazolinones
  • Copper