

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

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
Keywords
hexahydroazonine; 1-phenethyl-1,2,3,6-tetrahydropyridine; tetrahydroazocine; Friedel–Crafts reaction; hydroarylation
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv