Preparation of 7, 8??dimethoxy??3, 4??dihydroisoquinoline, facile route to 7, 8??dioxygenated??3, 4??dihydroisoquinolines

AM El??Fishawy, DJ Slatkin, JE Knapp…

Index: El-Fishawy; Slatkin; Knapp; Schiff Jr. Journal of Pharmaceutical Sciences, 1984 , vol. 73, # 11 p. 1639 - 1640

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Abstract

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 ...