Email this article Regioselective synthesis of benzo[g]- and benzo[f]quinolines by reaction of chalcones with naphthalen-2-amine
- Authors: Pak V.D.1, Bykov Y.V.1, Yaganova N.N.1, Gorbunov A.A.2, Glushkov V.A.2,3, Dmitriev M.V.3, Slepukhin P.A.4,5
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Affiliations:
- Pryanishnikov Perm State Agricultural Academy
- Institute of Technical Chemistry, Ural Branch
- Perm National State Research University
- Postovskii Institute of Organic Synthesis, Ural Branch
- Ural Federal University
- Issue: Vol 53, No 4 (2017)
- Pages: 562-568
- Section: Review
- URL: https://bakhtiniada.ru/1070-4280/article/view/216067
- DOI: https://doi.org/10.1134/S1070428017040108
- ID: 216067
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Abstract
Reactions of 4- and 4′-substituted chalcones with naphthalen-2-amine afforded isomeric benzo[g]- and benzo[f]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.
About the authors
V. D. Pak
Pryanishnikov Perm State Agricultural Academy
Email: bykovjav@mail.ru
Russian Federation, ul. Petropavlovskaya 23, Perm, 614990
Ya. V. Bykov
Pryanishnikov Perm State Agricultural Academy
Author for correspondence.
Email: bykovjav@mail.ru
Russian Federation, ul. Petropavlovskaya 23, Perm, 614990
N. N. Yaganova
Pryanishnikov Perm State Agricultural Academy
Email: bykovjav@mail.ru
Russian Federation, ul. Petropavlovskaya 23, Perm, 614990
A. A. Gorbunov
Institute of Technical Chemistry, Ural Branch
Email: bykovjav@mail.ru
Russian Federation, ul. Akademika Koroleva 3, Perm, 614013
V. A. Glushkov
Institute of Technical Chemistry, Ural Branch; Perm National State Research University
Email: bykovjav@mail.ru
Russian Federation, ul. Akademika Koroleva 3, Perm, 614013; ul. Bukireva 15, Perm, 614990
M. V. Dmitriev
Perm National State Research University
Email: bykovjav@mail.ru
Russian Federation, ul. Bukireva 15, Perm, 614990
P. A. Slepukhin
Postovskii Institute of Organic Synthesis, Ural Branch; Ural Federal University
Email: bykovjav@mail.ru
Russian Federation, ul. S. Kovalevskoi/Akademicheskaya 22/20, Yekaterinburg, 620990; ul. Mira 19, Yekaterinburg, 620002
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