2-Furyl-4-substituted and furo[2,3-c]-condensed 1,2,3,4-tetrahydro-1,10-phenanthrolines were obtained for the first time from 8-aminoquinolines using the Povarov reaction. Various oxidizing agents were shown to effect the elimination of the substituent at C(4) with subsequent aromatization of the tetrahydroquinoline fragment.
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* Dedicated to Professor Aleksei V. Varlamov of the Russian Peoples Friendship University on the occasion of his seventieth jubilee.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 383–392, March, 2009.
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Zaitsev, V.P., Mikhailova, N.M., Orlova, D.N. et al. Synthesis and oxidation of 2-furyl-4-R-substituted and furo[3,2-c]-condensed 1,2,3,4-tetrahydro-1,10-phenanthrolines and quinolines*. Chem Heterocycl Comp 45, 308–316 (2009). https://doi.org/10.1007/s10593-009-0271-1
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DOI: https://doi.org/10.1007/s10593-009-0271-1