Tang Shan, Wang Dan, Liu Yichang, Zeng Li, Lei Aiwen
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, China.
The Institute for Advanced Studies (IAS), Wuhan University, Wuhan, 430072, China.
Nat Commun. 2018 Feb 23;9(1):798. doi: 10.1038/s41467-018-03246-4.
Ethylene and ethyne are among the simplest two-carbon building blocks. However, quite limited methods can be applied to incorporate ethylene or ethyne into fine chemicals. Here we demonstrate a cobalt-catalyzed dehydrogenative C-H/N-H [4+2] annulation of aryl/vinyl amides with ethylene or ethyne by using an electrochemical reaction protocol. Significantly, this work shows an example of electrochemical recycling of cobalt catalyst in oxidative C-H functionalization reactions, avoiding the use of external chemical oxidants and co-oxidants. The electrochemical method provides a reliable and safe way for incorporating gas-phase ethylene or ethyne into fine chemicals. High reaction efficiency and good functional group tolerance are observed under divided electrolytic conditions.
乙烯和乙炔是最简单的双碳结构单元。然而，可用于将乙烯或乙炔纳入精细化学品的方法相当有限。在此，我们展示了一种通过电化学反应方案，实现钴催化芳基/乙烯基酰胺与乙烯或乙炔的脱氢C-H/N-H [4+2]环化反应。值得注意的是，这项工作展示了钴催化剂在氧化C-H官能化反应中的电化学循环利用实例，避免了使用外部化学氧化剂和共氧化剂。电化学方法为将气相乙烯或乙炔纳入精细化学品提供了一种可靠且安全的途径。在分隔电解条件下，观察到了高反应效率和良好的官能团耐受性。
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