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Oxidation Reactions of Azines. 10. Synthesis, Structure, and Oxodihydroxylation of 3-Hydroxymethyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It has been established that oxidation of a mixture of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine and dicyanomethane or formaldehyde with manganese dioxide gives 3-hydroxymethyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, the structure of which was confirmed by X-ray structural analysis. Some oxidative conversions by potassium permanganate of the product formed and its esters have been studied. These included lactamization, aromatization, and oxodihydroxylation.

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Authors and Affiliations

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

    A. T. Soldatenkov, A. V. Temesgen, K. B. Polyanskii, S. A. Soldatova, N. M. Kolyadina, 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. K. B. Polyanskii
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  4. S. A. Soldatova
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  5. N. M. Kolyadina
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  6. N. I. Golovtsov
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  7. N. D. Sergeeva
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Soldatenkov, A.T., Temesgen, A.V., Polyanskii, K.B. et al. Oxidation Reactions of Azines. 10. Synthesis, Structure, and Oxodihydroxylation of 3-Hydroxymethyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine. Chemistry of Heterocyclic Compounds 39, 471–477 (2003). https://doi.org/10.1023/A:1024713313421

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  • DOI: https://doi.org/10.1023/A:1024713313421

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