Four-Component Reaction of α-naphthol, an Arylglyoxal, Aniline and a Dialkyl Acetylenedicarboxylate: A Michael Addition of Enamines to α,β-unsaturated γ-dicarbonyl Compounds

Abstract

Seven new tetracyclic diesters [dialkyl 1-anilino-4-aryl-3-(1-hydroxynaphthalen-2-yl)-4-oxobut-1-ene-1,2-dicarboxylates] have been prepared in good yield by a one-pot four-component reaction between enamine intermediates (as Michael donors) generated from aniline and a dialkyl acetylenedicarboxylate and α,β-unsaturated γ-dicarbonyl intermediates (as Michael acceptors) generated from α-naphthol and an arylglyoxal without using a catalyst in ethanol at reflux conditions.