{"title":"通过 C(sp3)-F 键裂解利用有机光氧催化获得含氟分子的新机会。","authors":"Sourav Roy, Tatiana Besset","doi":"10.1021/jacsau.4c01158","DOIUrl":null,"url":null,"abstract":"<p><p>Fluorinated molecules are of paramount importance because of their unique properties. As a result, the search for innovative approaches to the synthesis of this class of compounds has been relentless over the years. Among these, the combination of photocatalysis and organofluorine chemistry turned out to be an effective partnership to access unattainable fluorinated molecules. This Perspective provides an overview of the recent advances in synthesizing fluorinated molecules via an organophotoredox-catalyzed defluorination process from trifluoromethylated compounds. It encompasses the preparation of difluoromethylated (hetero)arenes, amides, and esters as well as <i>gem</i>-difluoroalkene derivatives using C(sp<sup>3</sup>)-F bond activation or β-fragmentation. This Perspective will highlight remaining challenges and discuss future research opportunities.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"5 2","pages":"466-485"},"PeriodicalIF":8.5000,"publicationDate":"2025-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11862972/pdf/","citationCount":"0","resultStr":"{\"title\":\"New Opportunities to Access Fluorinated Molecules Using Organophotoredox Catalysis via C(sp<sup>3</sup>)-F Bond Cleavage.\",\"authors\":\"Sourav Roy, Tatiana Besset\",\"doi\":\"10.1021/jacsau.4c01158\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Fluorinated molecules are of paramount importance because of their unique properties. As a result, the search for innovative approaches to the synthesis of this class of compounds has been relentless over the years. Among these, the combination of photocatalysis and organofluorine chemistry turned out to be an effective partnership to access unattainable fluorinated molecules. This Perspective provides an overview of the recent advances in synthesizing fluorinated molecules via an organophotoredox-catalyzed defluorination process from trifluoromethylated compounds. It encompasses the preparation of difluoromethylated (hetero)arenes, amides, and esters as well as <i>gem</i>-difluoroalkene derivatives using C(sp<sup>3</sup>)-F bond activation or β-fragmentation. This Perspective will highlight remaining challenges and discuss future research opportunities.</p>\",\"PeriodicalId\":94060,\"journal\":{\"name\":\"JACS Au\",\"volume\":\"5 2\",\"pages\":\"466-485\"},\"PeriodicalIF\":8.5000,\"publicationDate\":\"2025-02-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11862972/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"JACS Au\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1021/jacsau.4c01158\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/2/24 0:00:00\",\"PubModel\":\"eCollection\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"JACS Au","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1021/jacsau.4c01158","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/24 0:00:00","PubModel":"eCollection","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
New Opportunities to Access Fluorinated Molecules Using Organophotoredox Catalysis via C(sp3)-F Bond Cleavage.
Fluorinated molecules are of paramount importance because of their unique properties. As a result, the search for innovative approaches to the synthesis of this class of compounds has been relentless over the years. Among these, the combination of photocatalysis and organofluorine chemistry turned out to be an effective partnership to access unattainable fluorinated molecules. This Perspective provides an overview of the recent advances in synthesizing fluorinated molecules via an organophotoredox-catalyzed defluorination process from trifluoromethylated compounds. It encompasses the preparation of difluoromethylated (hetero)arenes, amides, and esters as well as gem-difluoroalkene derivatives using C(sp3)-F bond activation or β-fragmentation. This Perspective will highlight remaining challenges and discuss future research opportunities.