Zur Synthese von 4-Aminochinolinen durch intramolekulareFriedel—Crafts-Reaktion

Treatment of arylaminomethylene-malononitriles,-cyanoacetamides and--cyanoacetophenones with AlCl₃ yields substituted 4-aminoquinolines2, while quinolin-4-ones3 are obtained from ethyl arylaminomethylene cyanoacetates. N--naphthylcyanoacetamide reacts in the presence of AlCl₃ to form 1-amino-3-benzof]quinolinone (6). Isothiazolo4,3–c]quinolines (10) and pyrimido5,4–c]quinolines (11, 12) can be obtained from2. 4-Aminoquinoline-3-carboxylic acids derived from2, can be decarboxylated.3 are cyclized to form oxazino5,6–c]-quinolinones (4).