IF 8.5 Q1 CHEMISTRY, MULTIDISCIPLINARY
JACS Au Pub Date : 2025-03-05 eCollection Date: 2025-03-24 DOI:10.1021/jacsau.5c00031
Shaokun Tao, Yun Yang, Li Chen, Jiaqi Xu, Haiyan Fu, Hua Chen, Weidong Jiang, Ruixiang Li, Weichao Xue, Xueli Zheng
{"title":"Electrochemical Synergistic Ni/Co-Catalyzed Carbonylative Cross-Electrophile Coupling of Aryl and Alkyl Halides with CO.","authors":"Shaokun Tao, Yun Yang, Li Chen, Jiaqi Xu, Haiyan Fu, Hua Chen, Weidong Jiang, Ruixiang Li, Weichao Xue, Xueli Zheng","doi":"10.1021/jacsau.5c00031","DOIUrl":null,"url":null,"abstract":"<p><p>Accessing unsymmetric ketones and achieving their carbon isotope labeling are crucial yet challenging tasks in both synthetic and medicinal chemistry. We report here an efficient electrochemical nickel-/cobalt-catalyzed carbonylative cross-electrophile coupling reaction. This method allows for the modular synthesis of a library of unsymmetric ketones from simple building blocks, including aryl halides, alkyl halides, and gaseous CO. The simultaneous use of nickel and cobalt salts as concerted catalysts ensures the high efficiency of this three-component carbonylative coupling. Furthermore, electrochemical reduction avoids the use of stoichiometric reductants, making this protocol more sustainable and attractive. The broad substrate scope and late-stage <sup>13</sup>C isotope labeling of complex molecules derived from biologically active compounds highlight the practicality of this method.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"5 3","pages":"1413-1420"},"PeriodicalIF":8.5000,"publicationDate":"2025-03-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11937974/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"JACS Au","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1021/jacsau.5c00031","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/3/24 0:00:00","PubModel":"eCollection","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0

摘要

获得不对称酮并实现其碳同位素标记是合成化学和药物化学中至关重要但又极具挑战性的任务。我们在此报告一种高效的电化学镍/钴催化羰基交叉亲电偶联反应。这种方法可以从简单的构筑基块(包括芳基卤化物、烷基卤化物和气态 CO)模块化合成不对称酮库。同时使用镍盐和钴盐作为协同催化剂,确保了这种三组分羰基偶联反应的高效率。此外,电化学还原避免了使用化学计量还原剂,使该方案更具可持续性和吸引力。这种方法的底物范围广泛,而且可以在后期对来自生物活性化合物的复杂分子进行 13C 同位素标记,因此非常实用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Electrochemical Synergistic Ni/Co-Catalyzed Carbonylative Cross-Electrophile Coupling of Aryl and Alkyl Halides with CO.

Accessing unsymmetric ketones and achieving their carbon isotope labeling are crucial yet challenging tasks in both synthetic and medicinal chemistry. We report here an efficient electrochemical nickel-/cobalt-catalyzed carbonylative cross-electrophile coupling reaction. This method allows for the modular synthesis of a library of unsymmetric ketones from simple building blocks, including aryl halides, alkyl halides, and gaseous CO. The simultaneous use of nickel and cobalt salts as concerted catalysts ensures the high efficiency of this three-component carbonylative coupling. Furthermore, electrochemical reduction avoids the use of stoichiometric reductants, making this protocol more sustainable and attractive. The broad substrate scope and late-stage 13C isotope labeling of complex molecules derived from biologically active compounds highlight the practicality of this method.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
9.10
自引率
0.00%
发文量
0
审稿时长
10 weeks
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信