{"title":"Palladium-catalyzed site-selective C−H polyfluoroarylation of arenes via aryl thianthrenium salts","authors":"Chen Chen, Jin-Ping Liu, Xin-Yu Hu, Zi-Yi Wang, Xiao-Xu Zhang, Jia-Hui Song, Yan-Ping Zhu, Chunjie Ni, Bolin Zhu","doi":"10.1039/d5qo00473j","DOIUrl":null,"url":null,"abstract":"This study introduces a novel method for the selective formal C−H/C−H cross-coupling of arenes with polyfluoroarenes via aryl thianthrenium salts under palladium catalysis, resulting in the production of a range of polyfluorinated biaryls in good to excellent yields. The approach demonstrates good environmental sustainability by operating in a one-pot fashion and allowing for the recovery of thianthrene. This two-step process demonstrates its synthetic versatility by enabling the late-stage functionalization of bioactive molecules and the modification of polyfluorinated biaryls.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"14 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-05-07","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/d5qo00473j","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
This study introduces a novel method for the selective formal C−H/C−H cross-coupling of arenes with polyfluoroarenes via aryl thianthrenium salts under palladium catalysis, resulting in the production of a range of polyfluorinated biaryls in good to excellent yields. The approach demonstrates good environmental sustainability by operating in a one-pot fashion and allowing for the recovery of thianthrene. This two-step process demonstrates its synthetic versatility by enabling the late-stage functionalization of bioactive molecules and the modification of polyfluorinated biaryls.
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.