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Chemistry of Heterocyclic Compounds

, Volume 36, Issue 12, pp 1426–1430 | Cite as

Oxidative Reactions of Azines. 6. Lactamization of 4-Aryl- and 4-Phenethenyl-substituted 1,2,3,6-Tetrahydropyridines and Dihydroxylation of 4-Aryl-1,2,5,6-tetrahydropyrid-2-ones Using Potassium Permanganate

  • A. T. Soldatenkov
  • A. V. Temesgen
  • I. A. Bekro
  • S. A. Soldatova
  • N. I. Golovtsov
  • N. D. Sergeeva
Article

Abstract

Oxidation of 4-phenyl-, 4-(4-pyridyl)-, and 4-phenethenyl-1,2,3,6-tetrahydropyridines with potassium permanganate can stop at the stage of the introduction of an oxo group into the allyl C(2) position of the piperideine fragment. In contrast to their precursors, 4-aryltetrahydropyridin-2-ones obtained in this way can be converted to 3,4-dihydroxy-2-oxopiperidines under Wagner reaction conditions.

tetrahydropyridines tetrahydropyridin-2-ones dihydroxylation lactamization potassium permanganate oxidation 

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Copyright information

© Plenum Publishing Corporation 2000

Authors and Affiliations

  • A. T. Soldatenkov
    • 1
  • A. V. Temesgen
    • 1
  • I. A. Bekro
    • 1
  • S. A. Soldatova
    • 1
  • N. I. Golovtsov
    • 1
  • N. D. Sergeeva
    • 1
  1. 1.Russian People's Friendship UniversityMoscow

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