Abstract
Abstract Derivatives of 5H-dibenzo[a, d]cycloheptene carrying an alkylamine side chain at position 5 serve as useful drugs in the chemotherapy of mental diseases.1–2 During a study of the effect of annelation on the activity of these psychopharmacological agents of the amitryptyline type, it was deemed necessary to synthesize the linear 13,14-dihydro-6H-cyclohepta-[1,2-b:4,5-b']dinaphthalen-6-one (I). The method of approach was the general synthesis of the polycyclic skeleton of amitryptyline, in which the seven-membered ring is constructed by a Friedel-Crafts (F - C) intramolecular acylation.3–4 Ketone I, however, contains two 2,3-disubstituted naphthalene moieties condensed to the central seven-membered ring.
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