TRANSFORMATIONS OF 1-PHENETHYL-1,2,3,6-TETRAHYDROPYRIDINES IN THE PRESENCE OF TRIFLUOROMETHANESULFONIC ACID

Authors

  • Вера А. Шадрикова Samara State Technical University, 244 Molodogvardeiskaya St., Samara 443100
  • Александр С. Попов Samara State Technical University, 244 Molodogvardeiskaya St., Samara 443100
  • Мария В. Термелёва Samara State Technical University, 244 Molodogvardeiskaya St., Samara 443100
  • Марат Р. Баймуратов Samara State Technical University, 244 Molodogvardeiskaya St., Samara 443100
  • Юрий Н. Климочкин Samara State Technical University, 244 Molodogvardeiskaya St., Samara 443100

DOI:

https://doi.org/10.1007/5767

Keywords:

hexahydroazonine, 1-phenethyl-1, 2, 3, 6-tetrahydropyridine, tetrahydroazocine, Friedel–Crafts reaction, hydroarylation

Abstract

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.

Authors: Vera A. Shadrikova*, Alexander S. Popov, Maria V. Termelyova, Marat R. Baimuratov, Yuri N. Klimochkin

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Published

2020-08-19

Issue

Vol. 56 No. 7 (2020): Synthesis and transformations of heterocycles under electrophilic conditions

Section

Original Papers