{"title":"十钨酸盐催化乙烯磺酰氟的光化学反应:C-H功能化的关键试剂","authors":"Chima E. Anyaegbu, Joel F. Hooper","doi":"10.1021/acs.orglett.5c01873","DOIUrl":null,"url":null,"abstract":"This work describes the use of ethenesulfonyl fluoride (ESF) as a powerful linchpin reagent in tetrabutylammonium decatungstate-catalyzed C–H bond functionalization reactions. As a potent Michael acceptor, ESF can react with radicals generated by hydrogen atom abstraction by the photocatalyst to produce a variety of sulfonyl fluoride compounds. These sulfonyl fluorides serve as versatile intermediates for the synthesis of sultones, sulfonamides, and sulfonates via inter- and intramolecular SuFEx reactions. In addition, this method includes a novel one-pot synthesis of β-functionalized ketones directly from aldehydes.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"26 1","pages":""},"PeriodicalIF":5.0000,"publicationDate":"2025-05-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Decatungstate-Catalyzed Photochemical Reactions of Ethenesulfonyl Fluoride: A Linchpin Reagent for C–H Functionalization\",\"authors\":\"Chima E. Anyaegbu, Joel F. Hooper\",\"doi\":\"10.1021/acs.orglett.5c01873\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"This work describes the use of ethenesulfonyl fluoride (ESF) as a powerful linchpin reagent in tetrabutylammonium decatungstate-catalyzed C–H bond functionalization reactions. As a potent Michael acceptor, ESF can react with radicals generated by hydrogen atom abstraction by the photocatalyst to produce a variety of sulfonyl fluoride compounds. These sulfonyl fluorides serve as versatile intermediates for the synthesis of sultones, sulfonamides, and sulfonates via inter- and intramolecular SuFEx reactions. In addition, this method includes a novel one-pot synthesis of β-functionalized ketones directly from aldehydes.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"26 1\",\"pages\":\"\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-05-28\",\"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.5c01873\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c01873","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Decatungstate-Catalyzed Photochemical Reactions of Ethenesulfonyl Fluoride: A Linchpin Reagent for C–H Functionalization
This work describes the use of ethenesulfonyl fluoride (ESF) as a powerful linchpin reagent in tetrabutylammonium decatungstate-catalyzed C–H bond functionalization reactions. As a potent Michael acceptor, ESF can react with radicals generated by hydrogen atom abstraction by the photocatalyst to produce a variety of sulfonyl fluoride compounds. These sulfonyl fluorides serve as versatile intermediates for the synthesis of sultones, sulfonamides, and sulfonates via inter- and intramolecular SuFEx reactions. In addition, this method includes a novel one-pot synthesis of β-functionalized ketones directly from aldehydes.
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.