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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
Article

Abstract

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.

Keywords

Organic Chemistry Acetonitrile Imidazole Pyrazole Electrochemical Reduction 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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