{"title":"吲哚的选择性全氟烷基化和脱氟功能化","authors":"Meina Li , Guizhao Wang , Faqiang Leng","doi":"10.1039/d5qo00024f","DOIUrl":null,"url":null,"abstract":"<div><div>The selective activation and functionalization of C–F bonds remain significant challenges in synthetic and medicinal chemistry. Herein, we report a solvent-promoted strategy for selective C–F bond activation, enabling the hydrodefluorination and hydroxydefluorination of indole using heptafluoro-2-iodopropane in the presence of sodium dithionite (Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub>). This method offers efficient access to a wide range of fluorinated indole derivatives under mild reaction conditions, achieving good yields.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"12 8","pages":"Pages 2709-2713"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Selective perfluoroalkylation and defluorination functionalization of indoles†\",\"authors\":\"Meina Li , Guizhao Wang , Faqiang Leng\",\"doi\":\"10.1039/d5qo00024f\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>The selective activation and functionalization of C–F bonds remain significant challenges in synthetic and medicinal chemistry. Herein, we report a solvent-promoted strategy for selective C–F bond activation, enabling the hydrodefluorination and hydroxydefluorination of indole using heptafluoro-2-iodopropane in the presence of sodium dithionite (Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub>). This method offers efficient access to a wide range of fluorinated indole derivatives under mild reaction conditions, achieving good yields.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"12 8\",\"pages\":\"Pages 2709-2713\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-02-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S205241292500107X\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/2/25 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S205241292500107X","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/25 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
Selective perfluoroalkylation and defluorination functionalization of indoles†
The selective activation and functionalization of C–F bonds remain significant challenges in synthetic and medicinal chemistry. Herein, we report a solvent-promoted strategy for selective C–F bond activation, enabling the hydrodefluorination and hydroxydefluorination of indole using heptafluoro-2-iodopropane in the presence of sodium dithionite (Na2S2O4). This method offers efficient access to a wide range of fluorinated indole derivatives under mild reaction conditions, achieving good yields.
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