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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

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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REFERENCES

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Authors and Affiliations

  1. Russian People's Friendship University, Moscow, 117198

    A. T. Soldatenkov, A. V. Temesgen, I. A. Bekro, S. A. Soldatova, N. I. Golovtsov & N. D. Sergeeva

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  1. A. T. Soldatenkov
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  2. A. V. Temesgen
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  3. I. A. Bekro
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  4. S. A. Soldatova
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  5. N. I. Golovtsov
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  6. N. D. Sergeeva
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Soldatenkov, A.T., Temesgen, A.V., Bekro, I.A. et al. 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. Chemistry of Heterocyclic Compounds 36, 1426–1430 (2000). https://doi.org/10.1023/A:1017570313032

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  • DOI: https://doi.org/10.1023/A:1017570313032

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