A method for the synthesis of 1,1,1-(6-methyl-1-aryl-1,2,3,4-tetrahydropyridine-3,3,5-triyl)triethanolines was developed by the reaction of 3-(propan-2-ylsulfanyl)methylpentane-2,4-dione with anilines in the presence of catalytic amounts of acetic acid. The reactivity of substituted anilines in the studied reaction, depending on the nature and position of the substituent, decreases in the series: 2,4-Me-CHNH CHNH = 4-Me-CHNH = 2-Me-CHNH 3-Me-CHNH = 2-MeO-CHNH 4-MeC(O)-CHNH = 4-Br-CHNH.
L. A. Baeva (Wed,) studied this question.