{"title":"Visible-Light-Induced Synergistic W/Cr Catalyzed <i>gem</i>-Difluoroallylation of Unactivated Alkanes.","authors":"Zhijie Zhang, Yue Zhang, Xinyu Xie, Hua-Wei Liu, Tianshuai Zhu, Jing-Jing Zhang, Meng-Yang Hu, Zhen Chen","doi":"10.1021/acs.orglett.5c00464","DOIUrl":null,"url":null,"abstract":"<p><p>Currently, the scope of the Nozaki-Hiyama-Kishi (NHK) reaction is limited to aldehydes and ketones to construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr(III)-catalyzed NHK-type <i>gem</i>-difluoroallylation reaction of unactivated cyclic and linear alkanes. The reaction merits feedstock materials, mild reaction conditions, and a wide functionality tolerance. Mechanistic studies imply the favorable reduction of CrCl<sub>3</sub> to CrCl<sub>2</sub> by reduced decatungstate W<sub>10</sub>O<sub>32</sub><sup>5-</sup>, thus closing the catalytic cycle.</p>","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":" ","pages":"2016-2021"},"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.5c00464","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/19 0:00:00","PubModel":"Epub","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Currently, the scope of the Nozaki-Hiyama-Kishi (NHK) reaction is limited to aldehydes and ketones to construct alcohol derivatives. Herein, we have described a visible-light-induced synergistic W/Cr(III)-catalyzed NHK-type gem-difluoroallylation reaction of unactivated cyclic and linear alkanes. The reaction merits feedstock materials, mild reaction conditions, and a wide functionality tolerance. Mechanistic studies imply the favorable reduction of CrCl3 to CrCl2 by reduced decatungstate W10O325-, thus closing the catalytic cycle.
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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