A novel consecutive three-component synthesis of α-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 α-pyrones
in moderate to very good yields. By concatenating ammonolysis of the α-pyrones, an
alkynylation–Michael addition–cyclocondensation–ammonolysis (AMACA) synthesis of α-pyridones
can be conceived. α-Pyridone products with and without ester functionality are obtained
in moderate yields.
Key words
multicomponent reactions - C–C coupling - cyclocondensation - alkynes - heterocycles
- palladium
