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One-Pot Synthesis of Thieno[2,3-b]pyridine and Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine Derivatives

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Abstract

2-Acyl-4,5,6-trialkyl-3-aminothieno[2,3-b]pyridines, 8′-ethyl-7′,9′-dimethyl-1′H-spiro[cyclohexane-1,2′-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin]-4′(3′H)-one, and 7,8,9-trimethylpyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4-amine have been synthesized by one-pot three-component condensation of 3-methyl(ethyl)pentane-2,4-diones with cyanothioacetamide and α-halocarbonyl compounds, cyclohexanone, or formamide. The structures of some of the synthesized thieno[2,3-b]pyridine derivatives have been studied by X-ray analysis.

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Funding

This study was performed under financial support by the program “5–100” for increasing the rating of the Peoples’ Friendship University of Russia. The X-ray diffraction studies were carried out using the unique research equipment “Kurchatov Source of Synchrotron Radiation” under financial support by the Ministry of Science and Higher Education of the Russian Federation (project ID RFMEFI61917X0007).

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Authors and Affiliations

  1. Taras Shevchenko Lugansk National University, 91011, Lugansk, Ukraine

    I. V. Dyachenko & V. D. Dyachenko

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

    P. V. Dorovatovsky

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

    V. G. Nenajdenko

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  1. I. V. Dyachenko
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  2. V. D. Dyachenko
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  3. P. V. Dorovatovsky
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  4. V. N. Khrustalev
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  5. V. G. Nenajdenko
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Correspondence to V. G. Nenajdenko.

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Dyachenko, I.V., Dyachenko, V.D., Dorovatovsky, P.V. et al. One-Pot Synthesis of Thieno[2,3-b]pyridine and Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine Derivatives. Russ J Org Chem 56, 974–982 (2020). https://doi.org/10.1134/S1070428020060020

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