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Acyl Radical Smiles Rearrangement To Construct Hydroxybenzophenones by Photoredox Catalysis.

Junzhao LiZhengyi LiuShuang WuYiyun Chen
Published in: Organic letters (2019)
The first visible-light-induced acyl radical Smiles rearrangement to transform biaryl ethers to hydroxybenzophenones under mild and metal-free conditions is reported. Using the dual catalysis of hypervalent iodine(III) reagents and organophotocatalysts, ketoacids readily generate acyl radicals and undergo 1,5- ipso addition. This method can construct electron-deficient and electron-rich hydroxybenzophenones with excellent chemoselectivity and on gram scale. The performance of the reaction in neutral aqueous conditions holds potential for future biomolecule applications.
Keyphrases
  • visible light
  • fatty acid
  • electron transfer
  • current status
  • computed tomography
  • human health