New synthesis of benzo[b][1,6]naphthyridines and pyrido[4,3-b]benz[f]azepines from lactim ethers of 3,4-dihydrocarbostyril and 1H-2,3,4,5-tetrahydrobenz[b]azepin-2-one |
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Authors: | T. V. Golovko O. B. Smirnova N. P. Solov’eva O. S. Anisimova V. G. Granik |
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Affiliation: | (1) State Research Center of Antibiotics, 3a ul. Nagatinskaya, 117105 Moscow, Russian Federation;(2) All-Russian Research Chemical Pharmaceutical Institute, 7 ul. Zubovskaya, 119815 Moscow, Russian Federation |
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Abstract: | Condensation of lactim ethers of 3,4-dihydrocarbostyril and 1H-2,3,4,5-tetrahydrobenz[b]azepin-2-one with malonodinitrile, cyanoacetamide, and ethyl cyanoacetate gave the corresponding 2-methylidene derivatives. Their reactions with dimethylformamide diethyl acetal followed by cyclization into benzo[b][1,6]naphthyridines and pyrido[4,3-b]benz[f ]azepines were studied. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 995–1002, May, 2007. |
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Keywords: | 3,4-dihydrocarbostyril 1H-2,3,4,5-tetrahydrobenz[b]azepin-2-one dimethyl-formamide diethyl acetal cyanoacetic acid derivatives benzo[b][1,6]naphthyridines pyrido[4,3-b]benz[ f ]azepines |
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