Abstract An acid-mediated intramolecular Friedel− Crafts intramolecular alkene alkylation of the ortho-alkyl group in the N-arylamino moiety of various N-(1-allylcycloalkyl)-N-arylamines resulting in alkyl-substituted 3′, 4′-dihydro-1′ H-spiro [cycloalkane-1, 2′-quinolines] is described. The mechanistic details of this intramolecular Friedel− Crafts alkylation by an alkene moiety can be explained by an intramolecular alkylation with ipso substitution of ...