{"title":"半非均相固有fetio3 -光氧化还原/Ph3N双催化n -杂芳烃与烯烃和RfSO2Cl的氟烷基化。","authors":"Qiong-Hui Peng, , , Ying-Li Cai, , , Hui Dai, , , Chun-Lin Zhuang, , , Sheng-Hua Wang*, , , Zi Yang*, , , Zu-Li Wang, , , Jun Jiang*, , and , Wei-Min He*, ","doi":"10.1021/acs.joc.5c02000","DOIUrl":null,"url":null,"abstract":"<p >Herein, we report the sustainable semiheterogeneous synthesis of various fluoroalkylated <i>N</i>-heteroarenes using natural intrinsic iron(II) titanium oxide (FeTiO<sub>3</sub>) as a semiconductor photocatalyst and Ph<sub>3</sub>N as a redox mediator. This synergistic system combines photogenerated electron-mediated fluoroalkyl sulfonyl chloride (R<sub>f</sub>SO<sub>2</sub>Cl) reduction with photogenerated hole-induced oxidative dehydrogenation aromatization, enabling high-yielding transformations with excellent functional-group tolerance while avoiding stoichiometric redox reagents or sacrificial electron donors/acceptors.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 41","pages":"14786–14795"},"PeriodicalIF":3.6000,"publicationDate":"2025-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Semiheterogeneous Intrinsic FeTiO3-Photoredox/Ph3N Dual-Catalyzed Fluoroalkylation of N-Heteroarenes with Alkenes and RfSO2Cl\",\"authors\":\"Qiong-Hui Peng, , , Ying-Li Cai, , , Hui Dai, , , Chun-Lin Zhuang, , , Sheng-Hua Wang*, , , Zi Yang*, , , Zu-Li Wang, , , Jun Jiang*, , and , Wei-Min He*, \",\"doi\":\"10.1021/acs.joc.5c02000\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Herein, we report the sustainable semiheterogeneous synthesis of various fluoroalkylated <i>N</i>-heteroarenes using natural intrinsic iron(II) titanium oxide (FeTiO<sub>3</sub>) as a semiconductor photocatalyst and Ph<sub>3</sub>N as a redox mediator. This synergistic system combines photogenerated electron-mediated fluoroalkyl sulfonyl chloride (R<sub>f</sub>SO<sub>2</sub>Cl) reduction with photogenerated hole-induced oxidative dehydrogenation aromatization, enabling high-yielding transformations with excellent functional-group tolerance while avoiding stoichiometric redox reagents or sacrificial electron donors/acceptors.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 41\",\"pages\":\"14786–14795\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-10-02\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c02000\",\"RegionNum\":2,\"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":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c02000","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Semiheterogeneous Intrinsic FeTiO3-Photoredox/Ph3N Dual-Catalyzed Fluoroalkylation of N-Heteroarenes with Alkenes and RfSO2Cl
Herein, we report the sustainable semiheterogeneous synthesis of various fluoroalkylated N-heteroarenes using natural intrinsic iron(II) titanium oxide (FeTiO3) as a semiconductor photocatalyst and Ph3N as a redox mediator. This synergistic system combines photogenerated electron-mediated fluoroalkyl sulfonyl chloride (RfSO2Cl) reduction with photogenerated hole-induced oxidative dehydrogenation aromatization, enabling high-yielding transformations with excellent functional-group tolerance while avoiding stoichiometric redox reagents or sacrificial electron donors/acceptors.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.