Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives

IF 1.4 4区 化学 Q3 CHEMISTRY, ORGANIC Chemistry of Heterocyclic Compounds Pub Date : 2024-01-09 DOI:10.1007/s10593-024-03260-z
Kateryna I. Marchenko, Nadiia N. Kolos
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Abstract

The data on multicomponent methods of tetrahydro-4H-indol-4-one synthesis published over the past ten years are summarized in this review. Three main synthetic approaches in the construction of such molecules are considered. Among them are: condensation of cyclohexane-1,3-diones with α-halogenoketones and primary amines, three-component reaction of cyclic enaminoketones, arylglyoxals, and methylene active compounds, and condensation of cyclic enaminoketones and arylglyoxals in the presence of nucleophilic reagents (often solvents). The latter domino reaction runs under microwave irradiation and leads to the functionalization of position 7 of the indole ring system. The material is systematized according to the structure of the starting compounds.

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1,5,6,7-四氢-4H-吲哚-4-酮衍生物的多组分合成
本综述总结了过去十年间发表的有关四氢-4H-吲哚-4-酮多组分合成方法的数据。本文探讨了构建此类分子的三种主要合成方法。其中包括:环己烷-1,3-二酮与α-卤代酮和伯胺的缩合;环烯胺酮、芳基乙二醛和亚甲基活性化合物的三组分反应;环烯胺酮和芳基乙二醛在亲核试剂(通常是溶剂)存在下的缩合。后一种多米诺反应在微波辐照下进行,导致吲哚环系统的第 7 位官能化。材料根据起始化合物的结构进行系统化。
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来源期刊
CiteScore
2.90
自引率
13.30%
发文量
98
审稿时长
1 months
期刊介绍: The international journal Chemistry of Heterocyclic Compounds publishes original papers, short communications, reviews, and mini-reviews dealing with problems in the field of heterocyclic chemistry in Russian and English. The Journal also publishes reviews and annotations on new books and brief reports on conferences in the field of heterocyclic chemistry, as well as commemo­ra­tives dedicated to prominent heterocyclic chemists.
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