Abstract The synthesis of 1, 1??dimethyl??4??indanols (3a, b) has been achieved by intramolecular Friedel–Crafts cyclization of 2??(3??methyl??2??butenyl) phenols (5a, b) or 1?? methoxy??2??(3??methyl??2??butenyl) benzenes (6a, b) followed by demethylation, respectively. It was found that the solvent was critical for the formation of different products in the intramolecular Friedel–Crafts reactions of 6. The unexpected product 4??methoxy??1, 1, 6, 6 ...