Chemistry of Heterocyclic Compounds

, Volume 22, Issue 3, pp 253–257 | Cite as

Electrochemical reduction of N-vinylazoles

  • V. A. Lopyrev
  • T. G. Ermakova
  • T. N. Kashik
  • L. E. Protasova
  • T. I. Vakul'skaya


Classical polarography inaprotic solvents was used to study the reduction of N-vinyl derivatives of pyrazole, imidazole, 1,2,3- and 1,2,4-triazoles, and tetra-zole. The N-vinylazoles studied were reduced in acetonitrile by a one-electron mechanism with subsequent dimerization of the radical-anions formed. The N-vinyl derivatives of pyrazole, imidazole and tetrazole were reduced analogously in DMF, while N-vinyltriazoles in DMF are reduced by a mixed mechanism with predominant two-electron transfer. Possible schemes for the electrochemical reduction of N-vinylazoles are discussed.


Organic Chemistry Acetonitrile Imidazole Pyrazole Electrochemical Reduction 
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Copyright information

© Plenum Publishing Corporation 1986

Authors and Affiliations

  • V. A. Lopyrev
    • 1
  • T. G. Ermakova
    • 1
  • T. N. Kashik
    • 1
  • L. E. Protasova
    • 1
  • T. I. Vakul'skaya
    • 1
  1. 1.Irkutsk Institute of Organic Chemistry, Siberian BranchAcademy of Sciences of the USSRIrkutsk

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