Consecutive Alkynylation-Michael Addition-Cyclocondensation (AMAC) Multicomponent Syntheses of α-Pyrones and α-Pyridones

A novel consecutive three-component synthesis of -pyrones is based upon an alkynylation-Michael addition-cyclocondensation (AMAC) sequence, starting from (hetero)aroyl chloride and terminal alkyne to furnish the alkynone which reacts with malonates to give the -pyrones in moderate to very good yields. By concatenating ammonolysis of the -pyrones, an alkynylation-Michael addition-cyclocondensation-ammonolysis (AMACA) synthesis of -pyridones can be conceived. -Pyridone products with and without ester functionality are obtained in moderate yields.