OXIDATIVE REACTIONS OF AZINES. 11. THE INFLUENCE OF MANGANESE DIOXIDE ON THE REACTION OF TETRAHYDROPYRIDINES WITH FORMALDEHYDE: SYNTHESIS AND MOLECULAR STRUCTURES OF 3-OXA-7-AZABICYCLO[3.3.1]- AND 6-OXA-2-AZABICYCLO[3.2.1]OCTANES

Authors

  • А. Т. Солдатенков Russian People's Friendship University, Moscow 117198
  • К. Б. Полянский Russian People's Friendship University, Moscow 117198
  • А. В. Темесген Russian People's Friendship University, Moscow 117198
  • Н. Д. Сергеева Russian People's Friendship University, Moscow 117198
  • В. В. Высоцкая Russian People's Friendship University, Moscow 117198
  • Б. Б. Аверкиев A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 119991
  • М. Ю. Антипин A. N. Nesmeyanov Institute of Organoelement Compounds, 117813 Moscow
  • Н. Н. Лобанов Russian People's Friendship University, Moscow 117198

Keywords:

manganese dioxide, oxabicycloalkanes, tetrahydropyridines, formaldehyde, Prins reaction

Abstract

New derivatives of piperidino[4,5-d]dioxane and 3-oxa-7-bicyclo[3.3.1]nonane were obtained by the oxidatively catalysed condensation of 4-aryl-1,2,3,6-tetrahydropyridines with formaldehyde. The direction of this reaction is sharply altered in the presence of manganese dioxide to give 6-oxa-2-azabicylo[3.2.1]octan-4-one – the product of the oxidative condensation of a new type.

How to Cite
Soldatenkov, A. T.; Polyanskii, K. B.; Temesgen, A. V.; Sergeeva, N. D.; Vysotskaya, V. V.; Averkiev, B. B.; Antipin, M. Yu.; Lobanov, N. N. Chem. Heterocycl. Compd. 2004, 40, 641. [Khim. Geterotsikl. Soedin. 2004, 755.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000037321.18924.c0

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Published

2004-05-25

Issue

No. 5 (2004)

Section

Original Papers