Treatment of arylidene derivatives (1) and (11) with DMFDMA afforded enamine derivatives (2) and (12) in good yield. The novel pyrimidine (3), pyrimidinone (4) and [1,8]naphthyridine (7) derivatives were obtained by treatment of enamine (2) with AcNH4/AcOH, HCl/AcOH and malononitrile dimer. Also, the novel 1,2,5,6,8-pentaazaacenaphthylene (14) and pyrazolo[3,4-d]pyrimidine (15) derivatives obtained by treatment of enamine (12) with hydrazine hydrate and HCl/AcOH.