Fuyang Yue,Mingxing Li,Jiayi Li,Hongjian Song,Yuxiu Liu,Qingmin Wang
{"title":"Energy-Transfer-Enabled Truce-Smiles Rearrangement Using Sulfonamides as Sulfonyl Radical Precursors.","authors":"Fuyang Yue,Mingxing Li,Jiayi Li,Hongjian Song,Yuxiu Liu,Qingmin Wang","doi":"10.1021/acs.orglett.5c01346","DOIUrl":null,"url":null,"abstract":"We have developed a method for visible-light-induced radical Smiles-Truce rearrangement reactions that use sulfonamide-derived imines as sulfonyl radical precursors. This method enables efficient functionalization of alkenes and has the advantages of having a wide substrate scope and not emitting sulfur dioxide, thereby constituting an environmentally friendly approach for the synthesis of structurally complex sulfones, alcohols, and amines.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"41 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-05-19","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.5c01346","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
We have developed a method for visible-light-induced radical Smiles-Truce rearrangement reactions that use sulfonamide-derived imines as sulfonyl radical precursors. This method enables efficient functionalization of alkenes and has the advantages of having a wide substrate scope and not emitting sulfur dioxide, thereby constituting an environmentally friendly approach for the synthesis of structurally complex sulfones, alcohols, and amines.
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.