Synthesis of Functionalized Coumarins and Quinolinones by NHC-Catalyzed Annulation of Modified Enals with Heterocyclic C–H Acids

Abstract

N-Heterocyclic carbene (NHC) catalyzed lactonization and lactamization of 2-bromoenals with heterocyclic C-H acids proceeding via the α,β-unsaturated acyl azolium intermediates is reported. The reaction furnished coumarin- or quinolinone-fused lactone/lactam derivatives. In addition, results of the enantioselective version of this reaction using chiral NHC are presented.