{"title":"可见光促进Togni-CF3对未活化烯烃的三氟甲基化/芳基化合成三氟甲基化吡咯[1,2 - a]吲哚","authors":"Hongni Qin , Yong Zhang , Song Sun","doi":"10.1016/j.tetlet.2025.155468","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, we reported a visible-light-promoted trifluoromethylation/arylation of unactivated alkenes with Togni-CF<sub>3</sub>, leading to a series of trifluoromethylated indole-fused heterocycles in moderate to good yields. Mechanically, this reaction initiated by the radical addition of CF<sub>3</sub> radical to the alkene motif, furnishing an alkyl carbon radical, followed by its addition to the aromatic ring, and then rearomatization to afford the trifluoromethylated pyrrolo[1,2–<em>a</em>]indoles.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"157 ","pages":"Article 155468"},"PeriodicalIF":1.4000,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible-light-promoted trifluoromethylation/arylation of unactivated alkenes with Togni-CF3 for the synthesis of trifluoromethylated pyrrolo[1,2–a]indoles\",\"authors\":\"Hongni Qin , Yong Zhang , Song Sun\",\"doi\":\"10.1016/j.tetlet.2025.155468\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Herein, we reported a visible-light-promoted trifluoromethylation/arylation of unactivated alkenes with Togni-CF<sub>3</sub>, leading to a series of trifluoromethylated indole-fused heterocycles in moderate to good yields. Mechanically, this reaction initiated by the radical addition of CF<sub>3</sub> radical to the alkene motif, furnishing an alkyl carbon radical, followed by its addition to the aromatic ring, and then rearomatization to afford the trifluoromethylated pyrrolo[1,2–<em>a</em>]indoles.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"157 \",\"pages\":\"Article 155468\"},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2025-02-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925000176\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/18 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925000176","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/18 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Visible-light-promoted trifluoromethylation/arylation of unactivated alkenes with Togni-CF3 for the synthesis of trifluoromethylated pyrrolo[1,2–a]indoles
Herein, we reported a visible-light-promoted trifluoromethylation/arylation of unactivated alkenes with Togni-CF3, leading to a series of trifluoromethylated indole-fused heterocycles in moderate to good yields. Mechanically, this reaction initiated by the radical addition of CF3 radical to the alkene motif, furnishing an alkyl carbon radical, followed by its addition to the aromatic ring, and then rearomatization to afford the trifluoromethylated pyrrolo[1,2–a]indoles.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.