OXIDATION REACTIONS OF AZINES. 10. SYNTHESIS, STRUCTURE, AND OXODIHYDROXYLATION OF 3-HYDROXYMETHYL-1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE

Authors

  • А. Т. Солдатенков Russian People's Friendship University, Moscow 117198
  • А. В. Темесген Russian People's Friendship University, Moscow 117198
  • К. Б. Полянский Russian People's Friendship University, Moscow 117198
  • С. А. Солдатова Russian People's Friendship University, Moscow 117198
  • Н. М. Колядина Russian People's Friendship University, Moscow 117198
  • Н. И. Головцов Russian People's Friendship University, Moscow 117198
  • Н. Д. Сергеева Russian People's Friendship University, Moscow 117198

Keywords:

tetrahydropyridines, polyhydroxypiperidin-2-ones, hydroxymethylation, oxidation, oxodihydroxylation

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.

How to Cite
Soldatenkov, A. T.; Temesgen, A. V.; Polyanskii, K. B.; Soldatova, S. A.; Kolyadina, N. M.; Golovtsov, N. I.; Sergeeva, N. D. Chem. Heterocycl. Compd. 2003, 39, 471. [Khim. Geterotsikl. Soedin. 2003, 552.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1024713313421

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Published

2003-04-25

Issue

No. 4 (2003)

Section

Original Papers