Abstract
The reaction of 1-(2-bromo-4, 5-dimethoxybenzyl)-2, 3, 4, 5-tetrahydro-7, 8-dimethoxy-2-methyl-1H-2-benzazepine (17) with dimsylsodium afforded 13, 14-cis-5, 6, 7, 8-tetrahydro-2, 3, 10, 11-tetramethoxy-5-methyldibenz [b, f] azecine (28) and 5, 6, 7, 8, 13, 14-hexahydro-2, 3, 10, 11-tetramethoxy-5-methyl-13-(methylsulfinyl) methyldibenz [b, f] azecine (29). Similar reaction using 1-(2-bromo-4, 5-dimethoxybenzyl)-2, 3, 4, 5-tetrahydro-7-hydroxy-8-methoxy-2-methyl-1H-2-benzazepine (18) gave the 13, 14-trans-isomer (39) accompanying with the formation of 13-(methylsulfinyl) methyl derivative (40). The reaction fo the 2, 3, 4, 5-tetrahydro-8-hydroxy-1H-2-benzazepine (19) with dimsylsodium was also examined to give the 5, 6, 7, 8-tetrahydrodibenz [b, f] azecines (42) and (43), and the 5, 6, 7, 8, 13, 14-hexa-hydro-13-(methylsulfinyl) methyl derivative (44).
