1-Acetyladamantane reacts with phosphorus pentachloride and dimethylformami
de to give 3-(1-adamantyl)-3-chloro-2-propenal whose reactions with primary
aromatic amines result in formation of N-(1-adamantyl-3-arylimino-1-propen
yl)aniline hydrochlorides. The latter undergo intramolecular cyclization to
6- and 7-substituted 2-(1-adamantyl)quinolines on heating in boiling glaci
al acetic acid.