STUDIES ON SYNTHESES OF HETEROCYCLIC COMPOUNDS .281. SYNTHESIS OF HOMOPROTOBERBERINE-TYPE COMPOUNDS BY PHENOLIC CYCLISATION

被引:24
作者
KAMETANI, T
TERUI, T
OGINO, T
FUKUMOTO, K
机构
[1] Pharmaceutical Institute, School of Medicine, Tohoku University, Sendai, No. 85, Kitayobancho
来源
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 06期
关键词
D O I
10.1039/j39690000874
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The phenolic cyclisation of 1,2,3,4-tetrahydro-1-(3-hydroxy-4- methoxyphenethyl)-6,7-dimethoxyisoquinoline (VI) gave the homoprotoberberine- type compound (VII), in which cyclisation had taken place at the ortho-position to the hydroxy-group. The suggested structure for the compound, (VII), was assigned from spectroscopic results ; the synthesis of the compound supported the suggested structure. A Mannich reaction of (VI) however, afforded a normal reaction product, homoprotoberberine (XV).
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页码:874 / &
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