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This study reports the synthesis of some new bicyclic and tricyclic heterocyclic macromolecules incorporated pyrano[3,2- c ]pyridine, 1,6-naphthyridine, and pyrimidonaphthyridine rings starting from new dienones,  N -benzyl-3,5-bis(arylidene)-piperidin-4-ones. The chemistry involved the cyclocondensation of dienones with malononitrile in the presence of piperidine yielded the target 2-aminopyranopyridine-3-carbonitriles. The reaction of dienones with malononitrile or ethyl cyanoacetate in the presence of excess ammonium acetate afforded the corresponding 2-aminonaphthyridines and/or 2-oxonaphthyridine derivatives, respectively, in good yields. The 2,4-disubstituted pyrimido[4,5- b ][1,6]naphthyridines were successfully achieved from the reaction of the 2-aminonaphthyridine derivatives with the appropriate reagents. The structures of the isolated products were determined by elemental analysis and spectral methods (FT-IR,  1 H-NMR, and  13 C-NMR). The cytotoxicity of some of the prepared derivatives was also investigated.

polycyclic aromatic compounds

Multi-Step Synthesis of Biologically Active Novel  N -Benzyl-3,5-Bis(Arylidene)-Piperidin-4-Ones and Some Derived Bicyclic and Tricyclic Ring Systems as Macromolecules