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New Syntheses of Cycloalka[c]pyridine-3-carboxamide and -carbonitrile Derivatives

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Abstract

Nicotinamide and nicotinonitrile derivatives containing a C5–C7-cycloalkane ring fused to the C4–C5 bond were synthesized via Knoevenagel condensation, nucleophilic vinylic substitution (SNVin), and alkylation. The structure of (1-amino-5-phenyl-5,6,7,8-tetrahydrothieno[2,3-c]isoquinolin-2-yl)(phenyl)­methanone was determined by X-ray analysis.

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Funding

This study was performed in the framework of state assignment to the Organic Chemistry Department, Faculty of Chemistry, Moscow State University (CITS project no. AAAA-A21-121012290046-4, “Synthesis and Study of Physical, Chemical, and Biological Properties of Organic and Organoelement Compounds”).

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Authors and Affiliations

  1. Lugansk State Pedagogical University, 91011, Lugansk, Ukraine

    I. V. Dyachenko & V. D. Dyachenko

  2. Kurchatov Institute National Research Center, 123182, Moscow, Russia

    P. V. Dorovatovskii

  3. Peoples’ Friendship University of Russia, 117198, Moscow, Russia

    V. N. Khrustalev

  4. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    V. N. Khrustalev

  5. Dagestan State Technical University, 367026, Makhachkala, Russia

    G. M. Abakarov

  6. Faculty of Chemistry, Moscow State University, 119991, Moscow, Russia

    V. G. Nenajdenko

Authors
  1. I. V. Dyachenko
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  2. V. D. Dyachenko
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  3. P. V. Dorovatovskii
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  4. V. N. Khrustalev
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  5. G. M. Abakarov
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  6. V. G. Nenajdenko
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Corresponding author

Correspondence to V. G. Nenajdenko.

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Translated from Zhurnal Organicheskoi Khimii, 2023, Vol. 59, No. 6, pp. 734–746 https://doi.org/10.31857/S0514749223060022.

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Dyachenko, I.V., Dyachenko, V.D., Dorovatovskii, P.V. et al. New Syntheses of Cycloalka[c]pyridine-3-carboxamide and -carbonitrile Derivatives. Russ J Org Chem 59, 969–979 (2023). https://doi.org/10.1134/S1070428023060027

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