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The photolysis of iodo aromatic compounds has been employed as the key step in new synthetic routes to aporphines. Photocyclization of l-(2'-iodobenzyl)-l,2,3,4-tetrahydroisoquinoline hydrochlorides (18, 19, 10, 11) yielded noraporphines 29 and 30 and aporphines 33 and 34 directly. Photocyclization of N-acyl-l-(2'-iodobenxyl)-1,2,3,4-tetrahydroisoquinolines (14-17) followed by hydrolysis gave noraporphines 25-28. Photolysis of urethanes 12 and 13 afforded substituted dehydronoraporphines 23 and 24, and two-step reduction gave (=I=)aporphine (33) and (&)-nuciferine (34). Photolysis of iV-carbophe1ioxy-l-(2'-iodobcnzyl)-1,2,3,4-tetrahydroisoquinolines 20 and 21 followed by one-step reduction afforded good yields of (A=)-aporphine (33) and (*)-nuciferine (34). The routes via photocyclimtion of N-acyl iodo aromatic compounds have yielded oxygenated aporphines and noraporphines in the best yields reported to date.