Abstract
4-Acetoxy-7'-methoxyspiro[cyclohexane-1, 1' (2'H)-naphthalen]-4'(3'H)-one (XXIV) has been synthesized and subjected to the Schmidt reaction to give the isomeric benzaze-pinones (XXV and XXVI). N-methylation followed by reduction with lithium aluminum hydride of these compounds (XXV and XXVI) afforded the 1-and 2-benzazepine (II and III), respectively. In contrast to the inhibitory effect of galanthamine (I) on acetylcholinesterase, neither of these two synthetics showed appreciable anticholinesterase activity.
