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Electrooxidative N–N Cross Coupling: A Way to New Azopyrazoles

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Chemistry of Heterocyclic Compounds Aims and scope

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In this article, we showed N–N cross coupling of 4-(un)substituted 1-alkyl-3-aminopyrazoles using electrogenerated reagents (NiO(OH), NaOCl, NaOBr, or Br2) for the first time. It was found that the oxidation potentials of the initial azoles reflect their reactivity and are the key factors in the efficiency of the target and side processes. This made it possible to identify suitable combinations of azoles and electrogenerated reagents and to obtain unsymmetrical azo compounds under mild conditions in aqueous media with 48–83% yields.

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Authors and Affiliations

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

    Boris V. Lyalin, Vera L. Sigacheva, Anastasia S. Kudinova, Bogdan I. Ugrak, Vladimir A. Petrosyan & Vladimir A. Kokorekin

  2. I. M. Sechenov First Moscow State Medical University (Sechenov University), 8 Build. 2 Trubetskaya St, Moscow, 119991, Russia

    Vladimir A. Kokorekin

  3. All-Russian Research Institute of Phytopathology, 5 Institute St., Bol’shiye Vyazemy, Moscow Region, 143050, Russia

    Vladimir A. Kokorekin

Authors
  1. Boris V. Lyalin
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  2. Vera L. Sigacheva
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  3. Anastasia S. Kudinova
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  4. Bogdan I. Ugrak
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  5. Vladimir A. Petrosyan
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  6. Vladimir A. Kokorekin
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Corresponding author

Correspondence to Vladimir A. Kokorekin.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(1), 1–6

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Lyalin, B.V., Sigacheva, V.L., Kudinova, A.S. et al. Electrooxidative N–N Cross Coupling: A Way to New Azopyrazoles. Chem Heterocycl Comp 58, 1–6 (2022). https://doi.org/10.1007/s10593-022-03049-y

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  • DOI: https://doi.org/10.1007/s10593-022-03049-y

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