Ivan A Bidusenko,Elena Yu Schmidt,Anastasia A Kvashnina,Igor A Ushakov,Boris A Trofimov
{"title":"n -烯丙基酮胺和炔基碱介导合成多取代吡咯:碳离子的相互作用。","authors":"Ivan A Bidusenko,Elena Yu Schmidt,Anastasia A Kvashnina,Igor A Ushakov,Boris A Trofimov","doi":"10.1021/acs.orglett.5c01545","DOIUrl":null,"url":null,"abstract":"Terminal (het)arylacetylenes react (KOBut/DMSO, 60 °C, 1 h) with N-allyl ketimines to afford 2-(het)aryl-4-(het)arylmetyl-5-ethylpyrroles in up to 71% yield as a result of the interaction of acetylenic and azadienic carbanions with C=N and C≡C bonds. This new reaction opens a one-pot access to synthetically and pharmaceutically prospective compounds.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"1 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-05-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Base-Mediated Synthesis of Polysubstituted Pyrroles from N-Allyl Ketimines and Alkynes: Interplay of Carbanions.\",\"authors\":\"Ivan A Bidusenko,Elena Yu Schmidt,Anastasia A Kvashnina,Igor A Ushakov,Boris A Trofimov\",\"doi\":\"10.1021/acs.orglett.5c01545\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Terminal (het)arylacetylenes react (KOBut/DMSO, 60 °C, 1 h) with N-allyl ketimines to afford 2-(het)aryl-4-(het)arylmetyl-5-ethylpyrroles in up to 71% yield as a result of the interaction of acetylenic and azadienic carbanions with C=N and C≡C bonds. This new reaction opens a one-pot access to synthetically and pharmaceutically prospective compounds.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"1 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.5c01545\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c01545","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Base-Mediated Synthesis of Polysubstituted Pyrroles from N-Allyl Ketimines and Alkynes: Interplay of Carbanions.
Terminal (het)arylacetylenes react (KOBut/DMSO, 60 °C, 1 h) with N-allyl ketimines to afford 2-(het)aryl-4-(het)arylmetyl-5-ethylpyrroles in up to 71% yield as a result of the interaction of acetylenic and azadienic carbanions with C=N and C≡C bonds. This new reaction opens a one-pot access to synthetically and pharmaceutically prospective compounds.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.