{"title":"TBHP-Promoted Trifluoromethyl-difluoromethylthiolation of Unactivated Alkenes with CF3SO2Na and PhSO2SCF2H","authors":"Zengrui Liang, Wengui Wang, Shoufeng Wang","doi":"10.1021/acs.orglett.5c00146","DOIUrl":null,"url":null,"abstract":"A TBHP-promoted trifluoromethyl-difluoromethylthiolation of alkenes was reported. Langlois’ reagent was used as a stable and inexpensive trifluoromethyl source. In the presence of TBHP, the trifluoromethyl radical generated reacted with alkenes, achieving a new alkyl radical, which could be trapped by PhSO<sub>2</sub>SCF<sub>2</sub>H, forming C–C and C–S bonds in one step and incorporating trifluoromethyl and difluoromethylthio groups. The mild conditions and broad functional group tolerance endowed the reaction with great potential in the field of pharmaceuticals and agrochemicals.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"51 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-02-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c00146","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
A TBHP-promoted trifluoromethyl-difluoromethylthiolation of alkenes was reported. Langlois’ reagent was used as a stable and inexpensive trifluoromethyl source. In the presence of TBHP, the trifluoromethyl radical generated reacted with alkenes, achieving a new alkyl radical, which could be trapped by PhSO2SCF2H, forming C–C and C–S bonds in one step and incorporating trifluoromethyl and difluoromethylthio groups. The mild conditions and broad functional group tolerance endowed the reaction with great potential in the field of pharmaceuticals and agrochemicals.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.