Metal-Free Synthesis of Carbamoylated Chroman-4-Ones via Cascade Radical Annulation of 2-(Allyloxy)arylaldehydes with Oxamic Acids

Molecules. 2022 Oct 19;27(20):7049. doi: 10.3390/molecules27207049.

Abstract

An efficient and straightforward approach for the synthesis of carbamoylated chroman-4-ones has been well-developed. The reaction is triggered through the generation of carbamoyl radicals from oxamic acids under metal-free conditions, which subsequently undergoes decarboxylative radical cascade cyclization on 2-(allyloxy)arylaldehydes to afford various amide-containing chroman-4-one scaffolds with high functional group tolerance and a broad substrate scope.

Keywords: 2-(allyloxy)arylaldehydes; carbamoylation; cascade annulation; chroman-4-ones; metal-free.

MeSH terms

  • Amides
  • Chromans*
  • Cyclization
  • Oxamic Acid*

Substances

  • Oxamic Acid
  • Chromans
  • Amides