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Reactions of 1, 5-diketones. XX. Semicyclic 1, 5-diketones in the fischer reaction

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Monophenylhydrazones involving both the phenacyl carbonyl group and the ring carbonyl group are formed as intermediates in the reaction of semicyclic 1, 5-diketones of the 2-(phenacylobenzyl) cyclohexanone type with phenylhydrazine in acid media. The former undergo subsequent conversion to the corresponding substituted indoles, whereas the latter are converted to substituted 1H-2, 3, 3a, 4-tetrahydropyrido [3, 2, l-j, k] carbazoles; in addition, the corresponding 5, 6, 7, 8-tetrahydroquinoline derivatives are also partially formed.

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Authors and Affiliations

  1. Far-Eastern State University, Vladivostok

    T. V. Moskovkina & M. N. Tilichenko

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  1. T. V. Moskovkina
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  2. M. N. Tilichenko
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See [1] for communication XIX.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 645–650, May, 1976.

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Moskovkina, T.V., Tilichenko, M.N. Reactions of 1, 5-diketones. XX. Semicyclic 1, 5-diketones in the fischer reaction. Chem Heterocycl Compd 12, 541–546 (1976). https://doi.org/10.1007/BF00470108

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  • DOI: https://doi.org/10.1007/BF00470108

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