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Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application.

Xiuwei FanTao LeiBin ChenChen-Ho TungLi-Zhu Wu
Published in: Organic letters (2019)
A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.
Keyphrases
  • electron transfer
  • visible light
  • energy transfer
  • fatty acid
  • quantum dots
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