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The synthesis of novel 1-hetarylmethylidene-4-sulfanylfuro-[3,4-c]pyridin-3(1H)-ones

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Chemistry of Heterocyclic Compounds Aims and scope

1-Hetarylmethylidene-4-sulfanylfuro[3,4-c]pyridin-3-ones were accessed from 4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3(1H)-one employing a condensation reaction with heteroaromatic aldehydes followed by thioalkylation, but not vice versa. Alkylation of 1-hetarylmethylidene-6-methyl-4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3-ones in an alkaline medium proceeded regioselectively at the sulfur atom to form sulfanyl derivatives.

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The authors thank the Ministry of Science and Higher Education of the Russian Federation for financial support (grant FZEZ-2020-0004).

The studies were carried out using the equipment of the Center for Collective Use “Research Center of Food and Chemical Technologies” of Kuban State Technological University (CKP_3111), the development of which is supported by the Ministry of Science and Higher Education of the Russian Federation (agreement N 075-15-2021-679).

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Authors and Affiliations

  1. Kuban State Agrarian University named after I. T. Tribulin, 13 Kalinina St., Krasnodar, 350004, Russia

    Elena А. Kaigorodova & Natal’ya А. Makarova

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow, 119991, Russia

    Leonid D. Konyushkin

  3. Kuban State Technological University, 2 Moskovskaya St., Krasnodar, 350072, Russia

    Gennady D. Krapivin

Authors
  1. Elena А. Kaigorodova
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  2. Natal’ya А. Makarova
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  3. Leonid D. Konyushkin
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  4. Gennady D. Krapivin
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Corresponding author

Correspondence to Gennady D. Krapivin.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(8/9), 454–461

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Kaigorodova, E.А., Makarova, N.А., Konyushkin, L.D. et al. The synthesis of novel 1-hetarylmethylidene-4-sulfanylfuro-[3,4-c]pyridin-3(1H)-ones. Chem Heterocycl Comp 58, 454–461 (2022). https://doi.org/10.1007/s10593-022-03112-8

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  • DOI: https://doi.org/10.1007/s10593-022-03112-8

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