A new method for the synthesis of N-substituted (4-oxo-4,5,6,7-tetrahydroindol-3-yl)acetic acids

被引：3

作者：

Dudinov, AA ^{[1
]}

Kozhinov, DV ^{[1
]}

Krayushkin, MM ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2001年 / 50卷 / 07期

关键词：

cyclic 1,3-diketones; 3,5,5,5-tetrachloropentan-2-one; aliphatic and aromatic amines; cyclization; N-substituted 3-(2,2,2-trichloroethyl)-4,5,6,7-tetrahydroindol-4-ones; hydrolysis of the trichloroethyl group; N-substituted (4-oxo-4,5,6,7-tetrahydroindol-3-yl)acetic acids;

D O I：

10.1023/A:1014067125564

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new method for the synthesis of N-substituted 2-(4-oxo-4,5,6,7-tetrahydroindol-3-yl)acetic acids was developed, Alkylation of cyclic 1,3-diketones with 3,5,5,5-tetrachloropentan-2-one affords 1,4-diketones, which undergo cyclization with different primary amines into N-substituted 3-(2,2,2-trichloroethyl)-4,5,6,7-tetrahydroindol-4-ones. Acid hydrolysis of the latter gives the corresponding indol-3-ylacetic acids. The structures of the compounds obtained were confirmed by H-1 and C-13 NMR data.

引用

页码：1259 / 1263

页数：5

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