Studies on intramolecular alkylation. XIV. The preparation of methoxylated cyclohexadienone derivatives from intramolecular diazoketone cyclizations inrelationship to isoquinoline alkaloid synthesis

Abstract

A series of di- and tri-methoxytetrahydronaphthyl diazomethyl ketones (4), (6), (8), (25) and (27) have been prepared and cyclized in trifluoroacetic acid. A wide range of methoxylated cyclohexa- dienone containing tricyclic compounds (12), (15), (17), (18) and (30) were obtained as well as several rearranged derivatives, i.e. (13), (14), (32) and (33).