4.8 Article

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

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ORGANIC LETTERS
卷 21, 期 11, 页码 4153-4158

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01338

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资金

  1. Ministry of Science and Technology of China [2017YFA0206903]
  2. National Natural Science Foundation of China [21861132004]
  3. Strategic Priority Research Program of the Chinese Academy of Science [XDB17000000]
  4. Key Research Program of Frontier Sciences of the Chinese Academy of Science [QYZDY-SSW-JSC029]
  5. K. C. Wong Education Foundation

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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 beta-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.

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