{"title":"Regioselective 1,4-Hydroamination of 1,3-Dienes by Photoredox/Cobalt Dual Catalysis.","authors":"Pei-Ting Li, Quansheng Mou, Wei Yu","doi":"10.1021/acs.orglett.5c00281","DOIUrl":null,"url":null,"abstract":"<p><p>Herein, we report a visible-light-driven and cobalt-mediated 1,4-hydroamination reaction of 1,3-dienes with arylmines as the nucleophiles. The reaction involves regioselective addition of [Co<sup>III</sup>]-H to 1,3-diene, followed by oxidation and nucleophilic substitution by amines. Using Ir(ppy)<sub>3</sub> as the photocatalyst enables the cobalt redox cycle to be implemented without using an external oxidant and hydride regent. This protocol can be applied as well to forge the carbon-oxygen and carbon-sulfur bonds in an analogous way.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"1973-1978"},"PeriodicalIF":5.0000,"publicationDate":"2025-02-28","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.5c00281","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/14 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we report a visible-light-driven and cobalt-mediated 1,4-hydroamination reaction of 1,3-dienes with arylmines as the nucleophiles. The reaction involves regioselective addition of [CoIII]-H to 1,3-diene, followed by oxidation and nucleophilic substitution by amines. Using Ir(ppy)3 as the photocatalyst enables the cobalt redox cycle to be implemented without using an external oxidant and hydride regent. This protocol can be applied as well to forge the carbon-oxygen and carbon-sulfur bonds in an analogous way.
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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