1-Phenethyl-1,2,3,6-tetrahydropyridines undergo intramolecular Friedel–Crafts reaction in trifluoromethanesulfonic acid medium, resulting in the formation of azatricyclic structures. It was shown that the direction of this reaction depended on the position of the substituent relative to the multiple bond in tetrahydropyridine. The structures of the obtained compounds were confirmed by a set of spectral analysis methods.
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This work received financial support from the Ministry of Education and Science of the Russian Federation within the framework of the Project part of the State Assignment No. 0778-2020-0005, using the equipment at the Samara State Technical University Collective Use Center “Physicochemical Investigation of Substances and Materials”.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(7), 909–914
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Shadrikova, V.A., Popov, A.S., Termelyova, M.V. et al. Transformations of 1-phenethyl-1,2,3,6-tetrahydropyridines in the presence of trifluoromethanesulfonic acid. Chem Heterocycl Comp 56, 909–914 (2020). https://doi.org/10.1007/s10593-020-02748-8
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DOI: https://doi.org/10.1007/s10593-020-02748-8