Studies on inverse electron demand hetero Diels–Alder reaction of perfluoroalkyl 2(1H) pyridones with different dienophiles under microwave irradiation

The reaction of N-acetyl perfluoroalkyl substituted 2(1H) pyridones (7) with dimethylacetylenedicarboxylate (DMAD) on neutral alumina under solvent free microwave irradiation conditions extended to undergo an inverse electron demand hetero Diels–Alder reaction, however resulted exclusively in E, Z isomers (3:1) of Michael-type N-adducts (8). The similar reaction in case of 7a under thermal and photochemical conditions also gave the same products.