4.8 Article

Visible Light Irradiation of Acyl Oxime Esters and Styrenes Efficiently Constructs β-Carbonyl Imides by a Scission and Four-Component Reassembly Process

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ORGANIC LETTERS
卷 21, 期 21, 页码 8789-8794

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03409

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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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Acyl radical triggered difunctionalizations of aryl olefins have been realized using oxime ester as the acyl precursor for the first time. Irradiation of fac-Ir(ppy)(3) and oxime ester by visible light caused scission into three components, which recombined with olefins to yield significant beta-carbonyl imides showing good functional group tolerance and high atom economy. Control experiments as well as spectroscopic and electrochemical studies revealed the efficient intermolecular reorganization of oxime ester into styrene with the aid of solvent exchange.

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