{"title":"Palladium-Catalyzed N-Arylation of NH-Sulfoximines with (Hetero)aryl Chlorides in an Aqueous Micellar Environment","authors":"Linjie Yang, Yuanfang Zhong, Wanzhi Chen","doi":"10.1021/acs.orglett.5c00684","DOIUrl":null,"url":null,"abstract":"An efficient Pd-catalyzed N-arylation of sulfoximines with (hetero)aryl chlorides was developed under mild aqueous conditions. This reaction proceeded smoothly with a low loading of the Pd catalyst (down to 0.5 mol %) and was completed rapidly within 30 min. A wide range of (hetero)aryl chlorides and sulfoximines were well tolerated, delivering the corresponding (hetero)aryl sulfoximines in good to excellent yields. The gram-scale reaction and pharmaceutical derivatization demonstrated good practicality.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"52 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-03-03","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.5c00684","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
An efficient Pd-catalyzed N-arylation of sulfoximines with (hetero)aryl chlorides was developed under mild aqueous conditions. This reaction proceeded smoothly with a low loading of the Pd catalyst (down to 0.5 mol %) and was completed rapidly within 30 min. A wide range of (hetero)aryl chlorides and sulfoximines were well tolerated, delivering the corresponding (hetero)aryl sulfoximines in good to excellent yields. The gram-scale reaction and pharmaceutical derivatization demonstrated good practicality.
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.