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Electrochemically induced multicomponent ‘one-pot’ assembling benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid

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Abstract

The new electrochemically induced multicomponent assembling was found: the electrocatalytic transformation of benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid has been carried out in alcohols in an undivided cell in the presence of sodium halides with the selective formation of the earlier unknown substituted 5-[[3-hydroxy-6-(hydroxymethyl)-4-oxo-4H-pyran-2-yl](phenyl)methyl]-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-triones in 65–88% yields and with 325–440% current efficiency. This new multicomponent process provides facile and efficient way to the novel type of separated by C-aryl-substituted spacer both 4-oxo-4H-pyran and 1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione pharmacology active systems, which are promising compounds for different biomedical applications.

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Acknowledgements

The reported study was funded by RFBR, project number 19-29-08013. X-ray diffraction studies were performed with the financial support from Ministry of Science and Higher Education of the Russian Federation using the equipment of Center for molecular composition studies of INEOS RAS.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

    Michail N. Elinson, Yuliya E. Ryzhkova, Anatoly N. Vereshchagin & Mikhail P. Egorov

  2. D. I, Mendeleev University of Chemical Technology, Moscow, Russian Federation

    Stepan K. Krymov

  3. A. N. Nesmeyanov Organoelement Compounds Institute, Russian Academy of Sciences, Moscow, Russian Federation

    Alexander S. Goloveshkin

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  1. Michail N. Elinson
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  2. Yuliya E. Ryzhkova
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  3. Stepan K. Krymov
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  4. Anatoly N. Vereshchagin
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  5. Alexander S. Goloveshkin
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  6. Mikhail P. Egorov
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Correspondence to Michail N. Elinson.

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Elinson, M.N., Ryzhkova, Y.E., Krymov, S.K. et al. Electrochemically induced multicomponent ‘one-pot’ assembling benzaldehydes, N,N′-dimethylbarbituric acid, and kojic acid. Monatsh Chem 151, 567–573 (2020). https://doi.org/10.1007/s00706-020-02578-6

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  • DOI: https://doi.org/10.1007/s00706-020-02578-6

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