Syntheses of Apogalanthamine Analogs as α-Adrenergic Blocking Agents. IV. By Photochemical Cyclization. (2)

Abstract

The apogalanthamine analogs, 10, 11-methylenedioxy-(1) and 10, 11-dimethoxy-5, 6, 7, 8-tetrahydrodibenz [c, e] azocine (2), as α-adrenergic blocking agents were synthesized by photolysis of N-benzyl-2-bromo-4, 5-methylenedioxy-(9) and N-benzyl-2-bromo-4, 5-dimethoxy-β-phenethylamine (10). 2, 3-Methylenedioxy-(3) and 2, 3-dimethoxy-5, 6, 7, 8-tetrahydrodibenz [c, e] azocine (4), were also prepared by photolysis of N-(2-bromo-4, 5-methylenedioxybenzyl)-(11) and N-(2-bromo-4, 5-dimethoxybenzyl)-β-phenethylamine (12).