Studies on the syntheses of heterocyclic compounds. Part CDXXI. General synthesis of 7,8-dioxygenated 1-benzyl-1,2,3,4-tetrahydroisoquinolines and elucidation of the structure of caseadine

T. Kametani, T. Nakano, K. Shishido, K. Fukumoto*
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引用次数: 5

Abstract

Bischler–Napieralski reactions of the phenolic bromo-amides (11c and d)[prepared by condensation of 5-benzyloxy-2-bromo-4-methoxyphenethylamine (9) with 3,4-dimethoxy-(10a) and 3,4-methylenedioxy-phenacetyl chloride (10b) followed by debenzylation] and reduction of the resultant benzyldihydroisoquinolines (12a and b) gave the 1-benzyl-5-bromo-1,2,3,4-tetrahydro-8-hydroxy-7-methoxyisoquinolines (13a and b). The former (13a) was converted into 1-hydroxy-2,10,11-trimethoxyberbine (3), which was different from caseadine.
杂环化合物的合成研究。CDXXI一部分。7,8-二氧合1-苄基-1,2,3,4-四氢异喹啉类化合物的一般合成及caseadine的结构解析
酚醛bromo-amides Bischler-Napieralski反应(11 c和d)(由5-benzyloxy-2-bromo-4-methoxyphenethylamine凝结(9)3,4-dimethoxy——(10)和3,4-methylenedioxy-phenacetyl氯(10 b)其次是debenzylation]和减少结果benzyldihydroisoquinolines (12 a和b)给了1-benzyl-5-bromo-1, 2, 3, 4-tetrahydro-8-hydroxy-7-methoxyisoquinolines (13 a和b)。前者(13)转换成1-hydroxy-2, 10日11-trimethoxyberbine (3),这与caseadine不同。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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