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[摘要]：Four-component one pot cyclocondensation of aromatic aldehydes 1, ethyl cyanoacetate 2, barbituric acid 3 and ammonium acetate in methanol gave substituted and functionalised pyrido[2,3-d]pyrimidine derivatives 4 and 4' after initial Knoevenagel, subsequent Micheal and final heterocyclization reactions. Compounds 4 on reaction with different active methylene compounds resulted in the formation of again functionalized and diversly substituted pyrimidonaphthyridines 5-7, 9 and benzo[K] pyrimidonaphthyridines 8. The various compounds of systems 7 and 8 on further condensation with the reactive and mostly the bifunctional moieties like urea/thiourea, and 2-aminopyridine generated the novel and differently fused dipyrimidonaphthyridines 10/11 and pyrimidonaphthyridinoquinazolines 13/14, and pyrido-pyrimido-pyrimido[1,8]naphthyridines 15 and pyrimidonaphthyridino-pyridoquinazolines 16, respectively, hitherto unknown in literature. Compounds 7 on condensation with o-phenylenediamine produced novel pyrimidonaphthyridinobenzodiazepines 12. Other novel systems like pyrido[2,3-d;6,5'd]dipyrimidines 17, dipyrimido[4,5-b:5',4'-g][1,8]naphthyridines 18, 1,3,4,6,7,8,9,11-octazabenzo[de]naphthacenes 19, dipyrimido[4,5-13:5',4'-g][ 1,8]naphthyridines 20, pyrimido[5',41:6,7][1,8]naphthyridino[4,3-b][1,5]benzodiazepines 21, dipyrimido[4,5-b:4',5'-f][1,8]naphthyridines 22 and dipyrimido [4,5-naphthyriclines 23 have also been generated in this study. |
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