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Direct and efficient electrocatalytic multicomponent assembling of arylaldehydes, malononitrile, and pyrazolin-5-ones into spirocyclopropyl pyrazolone scaffold

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Abstract

The new electrochemical multicomponent assembling has been found: the electrolysis of arylaldehydes, malononitrile, and pyrazolin-5-ones in alcohols in an undivided cell in the presence of sodium bromide as mediator results in the formation of substituted 4-methyl-7-oxo-2-phenyl-5,6-diazaspiro[2.4]hept-4-ene-1,1-dicarbonitriles in 60–80% yields. The optimized reaction conditions and a mechanistic rationale for this electrocatalytic multicomponent assembling are presented.

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Acknowledgements

The reported study was funded by RFBR, project number 19-29-08013.

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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, Fedor V. Ryzhkov, Varvara M. Kalashnikova & Mikhail P. Egorov

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

    Varvara M. Kalashnikova

Authors
  1. Michail N. Elinson
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  2. Yuliya E. Ryzhkova
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  3. Anatoly N. Vereshchagin
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  4. Fedor V. Ryzhkov
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  5. Varvara M. Kalashnikova
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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., Vereshchagin, A.N. et al. Direct and efficient electrocatalytic multicomponent assembling of arylaldehydes, malononitrile, and pyrazolin-5-ones into spirocyclopropyl pyrazolone scaffold. Monatsh Chem 152, 641–648 (2021). https://doi.org/10.1007/s00706-021-02784-w

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  • DOI: https://doi.org/10.1007/s00706-021-02784-w

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