4.8 Article

Cobalt-catalyzed electrooxidative C-H/N-H [4+2] annulation with ethylene or ethyne

Journal

NATURE COMMUNICATIONS
Volume 9, Issue -, Pages -

Publisher

NATURE PUBLISHING GROUP
DOI: 10.1038/s41467-018-03246-4

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Funding

  1. National Natural Science Foundation of China [21390402, 21520102003]
  2. Ministry of Science and Technology of China [2012YQ120060]
  3. Fundamental Research Funds for the Central Universities
  4. Program of Introducing Talents of Discipline to Universities of China (111 Program)

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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.

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