{"title":"Alkali Metal Amide-Catalyzed α-Deuteration of Sulfides","authors":"Hui-Zhen Du, Bing-Tao Guan","doi":"10.1021/acs.orglett.4c03654","DOIUrl":null,"url":null,"abstract":"The catalytic α-deuteration of sulfides was developed under mild conditions by using alkali metal amides [KN(SiMe<sub>3</sub>)<sub>2</sub> and CsN(SiMe<sub>3</sub>)<sub>2</sub>] as the catalyst. This approach successfully achieves a selective and efficient H/D exchange reaction of sulfides with D<sub>2</sub> without using transition metal catalysts. A series of deuterium-labeled thioanisoles and alkyl methyl sulfides were obtained in good to high levels of deuterium incorporation.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"11 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2024-12-02","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.4c03654","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
The catalytic α-deuteration of sulfides was developed under mild conditions by using alkali metal amides [KN(SiMe3)2 and CsN(SiMe3)2] as the catalyst. This approach successfully achieves a selective and efficient H/D exchange reaction of sulfides with D2 without using transition metal catalysts. A series of deuterium-labeled thioanisoles and alkyl methyl sulfides were obtained in good to high levels of deuterium incorporation.
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.
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