The Bischler-Napieralski cyclizations of 2-(3, 4-dimethoxyphenethyl) hexahydro-Δ
4, 5-3 (2H)-isoquinolone (V) and a mixture of V and the Δ
5, 10-isomer, yielded 1, 2, 3, 4, 4a, 5, 7, 8-octahydro-benzo [g] 10, 11-dimethoxybenzo [4, 5-a] pyridocolinium chloride (VI) and the corresponding isomeric mixture (XI), respectively, both of which were dehydrogenated to yield the same product, 1, 2, 3, 4-tetrahydrobenzo [g] 10, 11-dimethoxybenzo [4, 5-a] pyridocolinium iodide (VII). Dihydrosempervirine (XVII) was easily synthesized in the similar manner.
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