Three‐step synthesis of 2,4‐diaryl‐5,6,7,8‐tetrahydroquinoline derivatives

Abstract

Abstract magnified image Addition of cylohexanone to chalcones, obtained from the appropriate acetophenone and benzaldehyde derivatives, under solvent‐free conditions gave 1,5‐diketones in good yields. Treatment of 1,5‐diketones with ammonium acetate in acetic acid afforded directly 2,4‐diaryl‐5,6,7,8‐tetrahydroquinoline derivatives 7a , 7b , 7c , 7d , 7e , 7f , 7g , 7h , 7i , 7j , 7k , 7l , 7m , 7n , 7o , 7p , 7r , 7s , 7t , 7u in high yields. The structures of 7a , 7b , 7c , 7d , 7e , 7f , 7g , 7h , 7i , 7j , 7k , 7l , 7m , 7n , 7o , 7p , 7r , 7s , 7t , 7u were elucidated by 1 H NMR, 13 C NMR, IR, and elemental analysis. J. Heterocyclic Chem., (2010).