Hetero Diels-Alder reactions of 4,5-dicyanopyridazine with alkenes

Article abstract of DOI:10.1016/S0040-4020(97)00737-0

The behaviour of the title compound 1 with some linear and cyclic olefins has been investigated. Except for the reaction with diphenylcyclopropenone 22, affording 24 and 26 through cyclization processes of the primary Michael adduct 23, a remarkable reactivity as azadiene was observed. The structures of the resulting dicyanocyclohexa-1,3-dienes, aromatic phthalonitriles, and polycyclic bis-adducts were established on the basis of spectral data.