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Behavior of semicarbazones under the conditions of the Fischer reaction
Authors:M. F. Marshalkin  L. N. Yakhontov
Affiliation:(1) S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute, 119021 Moscow
Abstract: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.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1487–1489, November, 1978.
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