{"title":"Iron-Catalyzed Alkylative Aminosulfonylation of Alkenes and Alkynes via Radical-Anion Relay","authors":"Xiaoya Hou, Bangkui Yu and Hanmin Huang*, ","doi":"10.1021/acs.orglett.5c0117110.1021/acs.orglett.5c01171","DOIUrl":null,"url":null,"abstract":"<p >A novel Fe-catalyzed alkylative aminosulfonylation of alkenes and alkynes with alkyl halides and O-Ts activated hydroxylamines by using Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub> as a reductant and sulfone source has been developed. The metal-electron-shuttle catalysis was discovered to be vital for the highly efficient generation of sulfonyl radicals and anions without requiring organometallic intermediates. This method provides efficient access to sulfonamides from easily available alkenes and Na<sub>2</sub>S<sub>2</sub>O<sub>4</sub> and features a broad substrate scope.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 21","pages":"5343–5348 5343–5348"},"PeriodicalIF":5.0000,"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://pubs.acs.org/doi/10.1021/acs.orglett.5c01171","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 novel Fe-catalyzed alkylative aminosulfonylation of alkenes and alkynes with alkyl halides and O-Ts activated hydroxylamines by using Na2S2O4 as a reductant and sulfone source has been developed. The metal-electron-shuttle catalysis was discovered to be vital for the highly efficient generation of sulfonyl radicals and anions without requiring organometallic intermediates. This method provides efficient access to sulfonamides from easily available alkenes and Na2S2O4 and features a broad substrate scope.
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.