Abstract:N-Aryl-5-arylamino-3-oxohex-4-enamides as 1,3-C,N-di-nucleophiles react regioselectively with 3-formyl or 3-methoxycarbonyl chromones in the presence of DMAP in MeCN to form 2-pyridones (34–43%) or chromeno[4,3-b]pyridine-2,5-diones (54–73%) bearing the amino enone moiety.