4.6 Article

Electrochemical-induced hydroxylation of aryl halides in the presence of Et3N in water

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 29, Pages 6417-6421

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ob00931a

Keywords

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Funding

  1. Fujian Provincial Foundation [FJNMP-201902, FJNMP-2020004, 2020J01622, 2019R11020034-1, 2020J01627]
  2. Research Fund of Fujian Medical University [2018QH2021]
  3. Natural Science Foundation of Yunnan Province [202001AT070068]

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This study presents a method for mild and environmentally friendly electrochemical-induced hydroxylation of aryl halides without a catalyst, resulting in good isolated yields of target phenols. Additionally, it demonstrates a direct pathway for the formation of deoxyphomalone with significant anti-proliferation effects.
A thorough study of mild and environmentally friendly electrochemical-induced hydroxylation of aryl halides without a catalyst is presented. The best protocol consists of hydroxylation of different aryl iodides and aryl bromides by water solution in the presence of Et3N under air, affording the target phenols in good isolated yields. Moreover, aryl chlorides were successfully employed as substrates. This methodology also provides a direct pathway for the formation of deoxyphomalone, which displayed a significant anti-proliferation effect.

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