Dong-Sheng Ji, Youwan Ye, Peiqin Zhang, Chenxing Zhou, Yong Yuan, Xiazhen Bao, Congde Huo
{"title":"Visible-Light-Induced NHC-Catalyzed Carboacylation Reaction of Alkenes from Aryl Thianthrenium Salts and Aldehydes","authors":"Dong-Sheng Ji, Youwan Ye, Peiqin Zhang, Chenxing Zhou, Yong Yuan, Xiazhen Bao, Congde Huo","doi":"10.1021/acs.orglett.5c00394","DOIUrl":null,"url":null,"abstract":"A metal-free, visible-light-induced NHC-catalyzed multiple-component reaction involving aldehydes and aryl thianthrenium salts for the carboacylation reaction of alkenes is reported. In this reaction, NHC-activated aldehydes afforded Breslow intermediates, which reduced thianthrenium salts and generated aryl radicals. The resulting aryl radicals underwent radical addition reactions to yield arylacylation products, in the presence of iodoalkane, and participated in the halogen atom transfer process to generate alkyl radicals and facilitate olefin alkylacylation.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"20 1","pages":""},"PeriodicalIF":4.7000,"publicationDate":"2025-02-21","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.5c00394","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 metal-free, visible-light-induced NHC-catalyzed multiple-component reaction involving aldehydes and aryl thianthrenium salts for the carboacylation reaction of alkenes is reported. In this reaction, NHC-activated aldehydes afforded Breslow intermediates, which reduced thianthrenium salts and generated aryl radicals. The resulting aryl radicals underwent radical addition reactions to yield arylacylation products, in the presence of iodoalkane, and participated in the halogen atom transfer process to generate alkyl radicals and facilitate olefin alkylacylation.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
