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Regioselective synthesis of benzo[<Emphasis Type="Italic">g</Emphasis>]- and benzo[<Emphasis Type="Italic">f</Emphasis>]quinolines by reaction of chalcones with naphthalen-2-amine
Authors:V D Pak  Ya V Bykov  N N Yaganova  A A Gorbunov  V A Glushkov  M V Dmitriev  P A Slepukhin
Institution:1.Pryanishnikov Perm State Agricultural Academy,Perm,Russia;2.Institute of Technical Chemistry, Ural Branch,Russian Academy of Sciences,Perm,Russia;3.Perm National State Research University,Perm,Russia;4.Postovskii Institute of Organic Synthesis, Ural Branch,Russian Academy of Sciences,Yekaterinburg,Russia;5.Ural Federal University,Yekaterinburg,Russia
Abstract:Reactions of 4- and 4′-substituted chalcones with naphthalen-2-amine afforded isomeric benzog]- and benzof]quinoline derivatives. Depending on the substituent in the initial chalcone, the cyclization follows two pathways through different intermediates. The product structure was confirmed by IR, 1H and 13C NMR, and mass spectra and X-ray analysis.
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