Abstract
Bromination of 2-phenyltetrahydroquinolines derivatives was investigated. During the bromination of 2-phenyl-1,2,3,4-tetrahydroquinoline with bromine in chloroform or bromosuccinimide along with the formation of di- and tribrom derivatives the oxidation reaction occurs with the generation of quinoline structure. The interaction of 2-phenyl-1,2,3,4-tetrahydroquinoline with bromine in acetic acid leads to the formation of 6,8-dibromoderivative preserving the 1,2,3,4-tetrahydroquinoline ring. At the same time N-substituted 2-phenyl-1,2,3,4-tetrahydroquinoline is selectively brominated in various conditions with the formation of 6-monobromoderivative. By the method of X-ray diffraction analysis the molecular structure of 3,6,8-tribromo-2-phenylquinoline single crystals was determined.
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Original Russian Text © M.N. Zemtsova, S.V. Kulemina, V.B. Rybakov, Yu.N. Klimochkin, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 5, pp. 656–659.
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Zemtsova, M.N., Kulemina, S.V., Rybakov, V.B. et al. Bromination of 2-phenyl-1,2,3,4-tetrahydroquinolines. Russ J Org Chem 51, 636–639 (2015). https://doi.org/10.1134/S1070428015050085
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DOI: https://doi.org/10.1134/S1070428015050085