Abstract:
A general cascade and stepwise oxidation scheme for 4-aryl-substituted 1,2,3,6-tetrahydropyridines with KMnO4 is described, which includes the consecutive oxidative transformation of the carbon triad in the substrate allylamine fragment, yielding tetrahydropyridin-2-ones, 3,4-dihydroxypiperidin-2-ones and, finally, 1-formylamino-3-arylpropan-3-ones
Document Type:
Article
Language: English
Citation:
A. T. Soldatenkov, V. V. Shereshovets, I. A. Bekro, S. A. Soldatova, B. N. Anissimov, “Cascade and stepwise oxidation of 4-phenyl- and 4-(γ-pyridyl)tetrahydropyridines”, Mendeleev Commun., 8:4 (1998), 137–138
Linking options:
https://www.mathnet.ru/eng/mendc4694
https://www.mathnet.ru/eng/mendc/v8/i4/p137
This publication is cited in the following 4 articles:
A. T. Soldatenkov, K. B. Polyanskii, V. V. Shereshovets, S. A. Soldatova, N. D. Sergeeva, N. M. Kolyadina, N. N. Lobanov, “Prins reaction under manganese dioxide control: the synthesis of 6-oxa-2-azabicyclo[3.2.1]octan-4-ones from tetrahydropyridines and formaldehyde”, Mendeleev Commun., 11:1 (2001), 27–29
A. T. Soldatenkov, K. B. Polyanskii, V. V. Shereshovets, S. A. Soldatova, N. D. Sergeeva, N. M. Kolyadina, N. N. Lobanov, “One-pot condensation of 2-arylpropenes with formaldehyde and ammonium chloride: the synthesis of aryl substituted pyridines and 5,7,11-trioxa-1-azatricyclo[7.3.1.03,8]tridecanes”, Mendeleev Commun., 11:4 (2001), 154–155
Robert D. Larsen, Ian W. Davies, Progress in Heterocyclic Chemistry, 11, A Critical Review of the 1998 Literature preceded by two Chapters on Current Heterocyclic Topics, 1999, 230
A. T. SOLDATENKOV, A. W. TEMESGEN, I. A. BEKRO, S. A. SOLDATOVA, B. N. ANISSIMOV, “ChemInform Abstract: Cascade and Stepwise Oxidation of 4‐Phenyl‐ and 4‐(γ‐Pyridyl)tetrahydropyridines”, ChemInform, 29:52 (1998)
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