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Oxidative reactions of azines. 1. Ketohydroxylation of 4-Phenyl-1,2,5,6-tetrahydropyrines. Synthesis and structure of 3,4-dihydroxy-4-phenylpiperidin-2-ones and their acetoxy derivatives

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Abstract

N-Alkyl substituted 4 phenyl-1.2,5,6-tetrahydropyridines which do not undergo Wagner hydroxylation are converted in good yields to the corresponding 3,4-dihydroxy-2-oxopiperidines under modified conditions for this reaction. The molecular structures of a 3,4-dihydroxy-4-phenylpiperidin-2-one and its diacetatate have been studied by x-ray crystalographic analysis.

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References

  1. T. N. Maksimova, V. B. Mochalin, and B. V. Unkovskii, Khim. Geterotsikl. Soedin., No. 6, 783 (1980).

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Authors and Affiliations

  1. Russian University of National Friendship, 117198, Moscow

    A. T. Soldatenkov, I. A. Bekro, Zh. A. Mamyrbekova, S. A. Soldatova, A. Temesgen, N. D. Sergeeva, L. N. Kuleshova & V. N. Khrustalev

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  1. A. T. Soldatenkov
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  2. I. A. Bekro
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  3. Zh. A. Mamyrbekova
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  4. S. A. Soldatova
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  5. A. Temesgen
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  6. N. D. Sergeeva
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  7. L. N. Kuleshova
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  8. V. N. Khrustalev
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 222–226, February, 1996.

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Soldatenkov, A.T., Bekro, I.A., Mamyrbekova, Z.A. et al. Oxidative reactions of azines. 1. Ketohydroxylation of 4-Phenyl-1,2,5,6-tetrahydropyrines. Synthesis and structure of 3,4-dihydroxy-4-phenylpiperidin-2-ones and their acetoxy derivatives. Chem Heterocycl Compd 32, 197–201 (1996). https://doi.org/10.1007/BF01165446

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  • DOI: https://doi.org/10.1007/BF01165446

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