SYNTHETIC STUDIES ON INDOLES AND RELATED-COMPOUNDS .26. THE DEBENZYLATION OF PROTECTED INDOLE NITROGEN WITH ALUMINUM-CHLORIDE .2.

被引：0

作者：

WATANABE, T ^{[1
]}

KOBAYASHI, A ^{[1
]}

NISHIURA, M ^{[1
]}

TAKAHASHI, H ^{[1
]}

USUI, T ^{[1
]}

KAMIYAMA, I ^{[1
]}

MOCHIZUKI, N ^{[1
]}

NORITAKE, K ^{[1
]}

YOKOYAMA, Y ^{[1
]}

MURAKAMI, Y ^{[1
]}

机构：

[1] TOHO UNIV, SCH PHARMACEUT SCI, 2-2-1 MIYAMA, FUNABASHI, CHIBA 274, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1991年 / 39卷 / 05期

关键词：

DEBENZYLATION; ALUMINUM CHLORIDE; INDOLE; BENZAMIDE; BENZENE; ANISOLE;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A new debenzylation method using aluminum chloride in benzene or anisole, which had been developed by us for N-benzyl-2-acyl- and -2-ethoxycarbonylindoles, was applied to benzyl derivatives of other types of indoles and related compounds. Among them, N-benzyl derivatives of fully aromatized indoles, carbazoles and beta-carbolines, and some benzamides were debenzylated successfully, whereas those of oxindoles and heterocyclic amides were not. As to the effect of a p-substituent on the benzyl group, it was found that an electron-donating substituent accelerates deprotection, whereas an electron-attracting substituent delays or prevents deprotection.

引用

页码：1152 / 1156

页数：5

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