{"title":"Nickel-Catalyzed Regioselective Hydrothiolation of Allenes Enabled by Visible-Light Photoredox Catalysis","authors":"Hui Xie, and , Bernhard Breit*, ","doi":"10.1021/acs.orglett.4c01027","DOIUrl":null,"url":null,"abstract":"<p >Hydrothiolation presents an attractive way to transform allenes into allylic thioethers. Herein, we described an efficient visible-light photoredox-promoted nickel-catalyzed hydrothiolation of allenes with functionalized aromatic and aliphatic thiols. This synergistic catalytic system exhibits unprecedentedly high reactivities and regiocontrol for the construction of allylic thioethers, representing the unique synthetic utility of the earth-abundant Ni-catalyzed method compared with the related noble-metal-catalyzed allylation reactions.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"26 21","pages":"4438–4442"},"PeriodicalIF":4.9000,"publicationDate":"2024-05-20","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.4c01027","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
Hydrothiolation presents an attractive way to transform allenes into allylic thioethers. Herein, we described an efficient visible-light photoredox-promoted nickel-catalyzed hydrothiolation of allenes with functionalized aromatic and aliphatic thiols. This synergistic catalytic system exhibits unprecedentedly high reactivities and regiocontrol for the construction of allylic thioethers, representing the unique synthetic utility of the earth-abundant Ni-catalyzed method compared with the related noble-metal-catalyzed allylation reactions.
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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