Chemistry of Heterocyclic Compounds

, Volume 14, Issue 11, pp 1208–1210 | Cite as

Behavior of semicarbazones under the conditions of the Fischer reaction

  • M. F. Marshalkin
  • L. N. Yakhontov


Cyclohexanone semicarbazone and phenylsemicarbazone form 1,2,3,4-tetrahydro- and 1,2,3,4,5,6,7,8-octahydrocarbazoles under the conditions of the Fischer reaction. The reaction proceeds through a cyclohexanone azine intermediate. The product of oxidation of the azine is oxidized by air oxygen to 1,2,3,4-tetrahydrocarbazole. The investigated semicarbazones are stable with respect to the action of sodium ethoxide at up to 300°C.


Oxidation Oxygen Sodium Organic Chemistry Cyclohexanone 
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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • M. F. Marshalkin
    • 1
  • L. N. Yakhontov
    • 1
  1. 1.S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry InstituteMoscow

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