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Tailored cobalt-salen complexes enable electrocatalytic intramolecular allylic C–H functionalizations

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  • Chen-Yan Cai

    (Xiamen University)

  • Zheng-Jian Wu

    (Xiamen University)

  • Ji-Ying Liu

    (Zhengzhou University)

  • Ming Chen

    (Xiamen University)

  • Jinshuai Song

    (Zhengzhou University)

  • Hai-Chao Xu

    (Xiamen University)

Abstract

Oxidative allylic C–H functionalization is a powerful tool to streamline organic synthesis as it minimizes the need for functional group activation and generates alkenyl-substituted products amenable to further chemical modifications. The intramolecular variants can be used to construct functionalized ring structures but remain limited in scope and by their frequent requirement for noble metal catalysts and stoichiometric chemical oxidants. Here we report an oxidant-free, electrocatalytic approach to achieve intramolecular oxidative allylic C–H amination and alkylation by employing tailored cobalt-salen complexes as catalysts. These reactions proceed through a radical mechanism and display broad tolerance of functional groups and alkene substitution patterns, allowing efficient coupling of di-, tri- and even tetrasubstituted alkenes with N- and C-nucleophiles to furnish high-value heterocyclic and carbocyclic structures.

Suggested Citation

  • Chen-Yan Cai & Zheng-Jian Wu & Ji-Ying Liu & Ming Chen & Jinshuai Song & Hai-Chao Xu, 2021. "Tailored cobalt-salen complexes enable electrocatalytic intramolecular allylic C–H functionalizations," Nature Communications, Nature, vol. 12(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-021-24125-5
    DOI: 10.1038/s41467-021-24125-5
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