Preparation of 7,8-dimethoxy-3,4-dihydroisoquinoline, facile route to 7,8-dioxygenated-3,4-dihydroisoquinolines.
Oxidation of 7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline with potassium permanganate in acetone afforded 7,8-dimethoxy-3,4-dihydroisoquinoline 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 involving ring closure of beta-phenethylamine derivatives.
D055598:Chemical Phenomena; D002621:Chemistry; D007546:Isoquinolines / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D011196:Potassium Permanganate
D007546:Isoquinolines; D011196:Potassium Permanganate; C044235:7,8-dimethoxy-3,4-dihydroisoquinoline