{"title":"钯催化底物控制的宝石-二氟烯的区域发散型氢胺化反应。","authors":"Bao-Xin Liu, Shi-Cun Li, Han-Wen Rao, Qian-Qian Yang*, Wei Du* and Ying-Chun Chen*, ","doi":"10.1021/acs.orglett.5c02471","DOIUrl":null,"url":null,"abstract":"<p >We report palladium-catalyzed regiodivergent hydroamination reactions of <i>gem</i>-difluoroallenes. Employing indolines as the nucleophiles leads to the formation of enantioenriched γ-addition products, while the use of 2-indole-carboxylate-type substrates switches the selectivity, delivering β-addition <i>E</i>-alkenes exclusively. This protocol provides efficient access to diverse difluoroalkylated indole derivatives, showing substantial substrate scope and broad functional group compatibility.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 30","pages":"8288–8292"},"PeriodicalIF":5.0000,"publicationDate":"2025-07-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Palladium-Catalyzed Substrate-Controlled Regiodivergent Hydroamination of gem-Difluoroallenes\",\"authors\":\"Bao-Xin Liu, Shi-Cun Li, Han-Wen Rao, Qian-Qian Yang*, Wei Du* and Ying-Chun Chen*, \",\"doi\":\"10.1021/acs.orglett.5c02471\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >We report palladium-catalyzed regiodivergent hydroamination reactions of <i>gem</i>-difluoroallenes. Employing indolines as the nucleophiles leads to the formation of enantioenriched γ-addition products, while the use of 2-indole-carboxylate-type substrates switches the selectivity, delivering β-addition <i>E</i>-alkenes exclusively. This protocol provides efficient access to diverse difluoroalkylated indole derivatives, showing substantial substrate scope and broad functional group compatibility.</p>\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 30\",\"pages\":\"8288–8292\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-07-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02471\",\"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://pubs.acs.org/doi/10.1021/acs.orglett.5c02471","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Palladium-Catalyzed Substrate-Controlled Regiodivergent Hydroamination of gem-Difluoroallenes
We report palladium-catalyzed regiodivergent hydroamination reactions of gem-difluoroallenes. Employing indolines as the nucleophiles leads to the formation of enantioenriched γ-addition products, while the use of 2-indole-carboxylate-type substrates switches the selectivity, delivering β-addition E-alkenes exclusively. This protocol provides efficient access to diverse difluoroalkylated indole derivatives, showing substantial substrate scope and broad functional group compatibility.
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.