Entry to 4,5-fused coumarin frameworks via radical-promoted alkylative intramolecular C5-annulation.

ABSTRACT

An unprecedented radical-promoted strategy involving a domino alkylation/intramolecular C5-annulation of N-acryloyl-4-amino coumarin has been devised for the assembly of 4,5-fused coumarin scaffolds. This protocol employs silver-catalyzed oxidative decarboxylation for the generation of alkyl radicals from carboxylic acids, which were used as radical precursors. This method has also been extended to a diverse range of carbon-centered radicals generated from 2-oxo acids, a 1,3-dicarbonyl compound, isopropanol and acetone.