桥接吲哚核心的杂杂环的合成

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2025-03-25 DOI:10.1007/s11172-025-4504-y

S. M. Antropov, S. A. Tokmacheva, I. I. Levina, I. V. Trushkov

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引用次数: 0

摘要

在三酸镓的催化下，2-（1-甲基-3-甲酰基）环丙烷-1,1-二羧酸酯与苯胺发生多米诺反应，得到了两种类型的四环体系，其中含有与吲哚环成环的桥接氮杂环。该反应通过生成中间亚胺进行，中间亚胺在该工艺条件下进行了逐步的(3+2)-交叉环加成反应，其中第一步是由亚胺氮原子攻击小循环的亚甲基或甲基碳原子。

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Synthesis of bridged azaheterocycles peri-annulated to the indole core

The domino reaction of 2-(1-methyl-3-formylindol-4-yl)cyclopropane-1,1-dicarboxylate with benzylamines upon catalysis by gallium triflate gave two types of tetracyclic systems containing bridged azabicycles peri-annulated to the indole core. The reaction proceeded via the formation of intermediate imines, which underwent stepwise (3+2)-cross-cycloaddition reactions under conditions of the process, wherein the first step is the attack by the iminium nitrogen atom at either methylene or methine carbon atom of the small cycle.

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.