{"title":"Multicomponent synthesis of 1,5,6,7-tetrahydro-4H-indol-4-one derivatives","authors":"Kateryna I. Marchenko, Nadiia N. Kolos","doi":"10.1007/s10593-024-03260-z","DOIUrl":null,"url":null,"abstract":"<p>The data on multicomponent methods of tetrahydro-4<i>H</i>-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.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.4000,"publicationDate":"2024-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry of Heterocyclic Compounds","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s10593-024-03260-z","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
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.
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.