Novel Syntheses of 5, 6, 12, 12a-Tetrahydro-12a-methyldibenzo-[b, g] indolizine Systems

Abstract

Benzyne reaction of 1-(2-bromo-4, 5-dimethoxybenzyl)-1, 2, 3, 4-tetrahydro-6, 7-dimethoxy-2-methylisoquinoline (6) using sodium methylsulfinylmethanide afforded 5, 6, 12, -12a-tetrahydro-2, 3, 9, 10-tetramethoxy-12a-methyldibenzo [b, g] indolizine (7). 1-(3-Bromo-4-methoxybenzyl)-1, 2, 3, 4-tetrahydro-7-hydroxy-6-methoxy-2-methylisoquinoline (9) also gave 5, 6, 12, 12a-tetrahydro-2-hydroxy-3, 9-dimethoxy-12a-methyldibenzo [b, g] indolizine (11) under the similar conditions.