Acyl Radical Smiles Rearrangement To Construct Hydroxybenzophenones by Photoredox Catalysis

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Abstract
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.
Funding Information
  • National Natural Science Foundation of China (21472230, 21622207, 91753126)
  • Chinese Academy of Sciences (XDB20020200)

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