Abstract Oxidation of 7, 8-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline with potassium permanganate in acetone afforded 7, 8-dimethoxy-3, 4-dihydro-isoquinoline as the primary product. Hence, oxidation of the appropriate secondary nonphenolic 7, 8-dioxygenated tetrahydroisoquinoline alkaloid is thus a facile method for the generation of the corresponding imine. The imine is not easily prepared via the usual synthetic route ...