OXIDIZING REACTIONS OF AZINES. 8. ONE-REACTOR OXIDATION OF 4-ARYL- AND 4-METHYL-1,2,3,6-TETRAHYDROPYRIDINES TO 1-FORMYLAMINO-SUBSTITUTED ALKAN-3-ONES

Authors

  • А. T. Солдатенков Russian People's Friendship University, Moscow 117198
  • А. B. Темесген Russian People's Friendship University, Moscow 117198
  • K. Б. Полянский Russian People's Friendship University, Moscow 117198
  • И. А. Бекро Russian People's Friendship University, Moscow 117198
  • C. А. Солдатова Russian People's Friendship University, Moscow 117198
  • А. А. Пупов Russian People's Friendship University, Moscow 117198
  • Н. Д. Сергеева Russian People's Friendship University, Moscow 117198

Keywords:

1-aminobutan-3-one, oxidation of 1,2,3,6-tetrahydropyridines

Abstract

One-reactor oxidation by potassium permanganate has been carried out for a series of 4-aryl- and 4‑methyl-1,2,3,6-tetrahydropyridines to give 1-formylamino-substituted 3-arylpropan-3-ones and butan-3-ones. The effect has been studied of the nature of the substrate, the temperature, and interphase transfer catalysts on the yield of amino alkanone. It is proposed that the reaction proceeds through the intermediate formation of 3,4-dihydroxypiperidin-2-ones which then undergo oxidative decyclization with elimination of one carbon atom.

How to Cite
Soldatenkov, A. T.; Temesgen, A. W.; Polyanskii, K. B.; Bekro, I. A.; Soldatova, S. A.; Pupov, A. A.; Sergeeva, N. D. Chem. Heterocycl. Compd. 2001, 37, 844. [Khim. Geterotsikl. Soedin. 2001, 916.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1012495323470

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Published

2001-07-25

Issue

No. 7 (2001)

Section

Original Papers