Conclusions
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1.
In the oxidation of 4-ethynyl-, 4-vinyl-, and 4-ethyl-decahydro-1,2-dimethyl-4-quinolinols containing an axial methyl group at C-2 with hydrogen peroxide only one isomer of the N-oxide is formed.
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2.
In the oxidation of 4-ethynyl-, 4-vinyl-, and 4-ethyl-decahydro-1,2-dimethyl-4-quinolinole containing an equatorial methyl group at C-2 with hydrogen peroxide two isomeric N-oxides are formed.
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3.
In the oxidation of the isomeric decahydro-1,2-dimethyl-4-vinyl-4-quinolinols with two molecular proportions of peracetic acid the main products are the corresponding 4-(epoxyethyl)decahydro-1,2-dimethyl-4-quinolinol 1-oxides.
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A. A. Akhrem, L. I. Ukhova, and N. F. Sakovich, Izv. AN SSSR, Otd. Khim. Nauk,1963, 838.
V.I. Zaretskii, N. S. Vul'fson, V. G. Zaikin, A. A. Akhrem, L. I. Ukhova, and N. F. Uskova, Izv. AN SSSR, Ser. Khim.,1968, 2165.
K. D. Praliev, A. A. Andrusenko, T. G. Omatov, D. V. Sokolov, L. I. Ukhova, and A. A. Akhrem, Izv. AN KazakhSSR, Ser. Khim., No. 6, 19 (1967).
A. A. Akhrem, L. I. Ukhova, and N. F. Uskova, Izv. AN SSSR, Otd. Khim. Nauk,1962, 304.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12,pp.2776–2781,December,1968.
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Akhrem, A.A., Ukhova, L.I., Marcheako, N.F. et al. Synthesis and stereoisomerism of n-oxides of the decahydroquinoline series. Russ Chem Bull 17, 2628–2632 (1968). https://doi.org/10.1007/BF00907788
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DOI: https://doi.org/10.1007/BF00907788