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Co(III) or Ru(II)-Catalyzed Selective C–H Alkynylation of 2-Pyridones and Their Derivatives with Bromoalkynes

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Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Org. Chem. 2024, 89, 24, 18400-18405
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    Co(III) or Ru(II)-Catalyzed Selective C–H Alkynylation of 2-Pyridones and Their Derivatives with Bromoalkynes
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    • Quanjian Luo
      Quanjian Luo
      College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
      More by Quanjian Luo
    • Hanchi Wang
      Hanchi Wang
      College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
      More by Hanchi Wang
    • Jierui Zhou
      Jierui Zhou
      College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
      More by Jierui Zhou
    • Siyuan Wang
      Siyuan Wang
      Department of Medicinal Chemistry, College of Pharmacy, Shenzhen Technology University, Shenzhen 518118, China
      More by Siyuan Wang
    • Jinheng Li
      Jinheng Li
      College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
      More by Jinheng Li
      Orcidhttps://orcid.org/0000-0001-7215-7152
    • Bo Sun*
      Bo Sun
      College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
      *Email: [email protected]
      More by Bo Sun
      Orcidhttps://orcid.org/0000-0002-1684-2566
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    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2024, 89, 24, 18400–18405
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    https://doi.org/10.1021/acs.joc.4c02258
    Published December 5, 2024
    Copyright © 2024 American Chemical Society
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    Abstract

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    We successfully reported selective C–H alkynylation of 2-pyridones with bromoalkynes under the catalysis of Co(III) or Ru(II). The alkynylation reaction used easily accessible bromoalkynes instead of high-valent iodine alkynes. There is a broad substrate scope of 2-pyridones with good yields. In addition, 2-pyridone can be used as a weakly directing group for C–H alkynylation of the proximal aryl C–H bond. This method offers an efficient approach for synthesizing diverse 2-pyridone derivatives, yielding alkynylated products up to 95% yield (>40 examples).

    Copyright © 2024 American Chemical Society

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    The Journal of Organic Chemistry

    Cite this: J. Org. Chem. 2024, 89, 24, 18400–18405
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.joc.4c02258
    Published December 5, 2024
    Copyright © 2024 American Chemical Society
    Request reuse permissions

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