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Electrochemical aromatic C–H hydroxylation in continuous flow

Author

Listed:
  • Hao Long

    (Xiamen University
    Xiamen University)

  • Tian-Sheng Chen

    (Xiamen University)

  • Jinshuai Song

    (Zhengzhou University)

  • Shaobin Zhu

    (NanoFCM INC., Xiamen Pioneering Park for Overseas Chinese Scholars)

  • Hai-Chao Xu

    (Xiamen University
    Xiamen University)

Abstract

The direct hydroxylation of arene C–H bonds is a highly sought-after transformation but remains an unsolved challenge due to the difficulty in efficient and regioselective C–H oxygenation and high reactivity of the phenolic products leading to overoxidation. Herein we report electrochemical C–H hydroxylation of arenes in continuous flow for the synthesis of phenols. The method is characterized by broad scope (compatible with arenes of diverse electronic properties), mild conditions without any catalysts or chemical oxidants, and excellent scalability as demonstrated by the continuous production of 1 mol (204 grams) of one of the phenol products.

Suggested Citation

  • Hao Long & Tian-Sheng Chen & Jinshuai Song & Shaobin Zhu & Hai-Chao Xu, 2022. "Electrochemical aromatic C–H hydroxylation in continuous flow," Nature Communications, Nature, vol. 13(1), pages 1-7, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-31634-4
    DOI: 10.1038/s41467-022-31634-4
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    References listed on IDEAS

    as
    1. Changxia Yuan & Yong Liang & Taylor Hernandez & Adrian Berriochoa & Kendall N. Houk & Dionicio Siegel, 2013. "Metal-free oxidation of aromatic carbon–hydrogen bonds through a reverse-rebound mechanism," Nature, Nature, vol. 499(7457), pages 192-196, July.
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