{"title":"Selective perfluoroalkylation and defluorination functionalization of Indoles","authors":"Meina Li, Guizhao Wang, Faqiang LENG","doi":"10.1039/d5qo00024f","DOIUrl":null,"url":null,"abstract":"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.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"32 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-02-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5qo00024f","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
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.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.