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1,2-Amino oxygenation of alkenes with hydrogen evolution reaction

Author

Listed:
  • Shengzhang Liu

    (Jiangxi Normal University
    Jiangxi University of Chinese Medicine)

  • Shengchun Wang

    (The Institute for Advanced Studies (IAS) and College of Chemistry and Molecular Sciences, Wuhan University)

  • Pengjie Wang

    (The Institute for Advanced Studies (IAS) and College of Chemistry and Molecular Sciences, Wuhan University)

  • Zhiliang Huang

    (The Institute for Advanced Studies (IAS) and College of Chemistry and Molecular Sciences, Wuhan University)

  • Tao Wang

    (Jiangxi Normal University)

  • Aiwen Lei

    (Jiangxi Normal University
    The Institute for Advanced Studies (IAS) and College of Chemistry and Molecular Sciences, Wuhan University)

Abstract

1,2-Amino oxygenation of alkenes has emerged as one of the most straightforward synthetic methods to produce β-amino alcohols, which are important organic building blocks. Thus, a practical synthetic strategy for 1,2-amino oxygenation is highly desirable. Here, we reported an electro-oxidative intermolecular 1,2-amino oxygenation of alkenes with hydrogen evolution, removing the requirement of extra-oxidant. Using commercial oxygen and nitrogen sources as starting materials, this method provides a cheap, scalable, and efficient route to a set of valuable β-amino alcohol derivatives. Moreover, the merit of this protocol has been exhibited by its broad substrate scope and good application in continuous-flow reactors. Furthermore, this method can be extended to other amino-functionalization of alkenes, thereby showing the potential to inspire advances in applications of electro-induced N-centered radicals (NCRs).

Suggested Citation

  • Shengzhang Liu & Shengchun Wang & Pengjie Wang & Zhiliang Huang & Tao Wang & Aiwen Lei, 2022. "1,2-Amino oxygenation of alkenes with hydrogen evolution reaction," Nature Communications, Nature, vol. 13(1), pages 1-7, December.
  • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-32084-8
    DOI: 10.1038/s41467-022-32084-8
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    Cited by:

    1. Pan Ran & Aoqian Qiu & Tianshu Liu & Fangyuan Wang & Bailin Tian & Beiyao Xiang & Jun Li & Yang Lv & Mengning Ding, 2024. "Universal high-efficiency electrocatalytic olefin epoxidation via a surface-confined radical promotion," Nature Communications, Nature, vol. 15(1), pages 1-12, December.

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