4.8 Article

Intramolecular Aromatic C-H Acyloxylation Enabled by Iron Photocatalysis

Journal

ORGANIC LETTERS
Volume 22, Issue 4, Pages 1385-1389

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00002

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Funding

  1. Natural Science Foundation of Shanghai [19ZR1468700]
  2. CAS Key Laboratory of Synthetic Chemistry of Natural Substances
  3. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences

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A mild and efficient protocol for the intramolecular aromatic C-H oxygenation of 2-biphenylcarboxylic acids has been achieved via iron photocatalysis. The 2-biphenylcarboxylic acids with a diverse array of substituents at both phenyl rings could furnish the oxygenation products in good to excellent yields. We speculate that the aryl carboxylate-iron(III) complexes should generate the aroyloxy radicals and iron(II) upon visible light irradiation.

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