4.8 Article

A Unique 1,2-Acyl Migration for the Construction of Quaternary Carbon by Visible Light Irradiation of Platinum(II) Polypyridyl Complex and Molecular Oxygen

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ORGANIC LETTERS
卷 16, 期 22, 页码 5968-5971

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AMER CHEMICAL SOC
DOI: 10.1021/ol502995h

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资金

  1. Ministry of Science and Technology of China [2013CB834804, 2013CB834505]
  2. National Natural Science Foundation of China [21090343, 91027041, 21402217]
  3. Chinese Academy of Sciences

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A unique 1,2-acyl migration for the construction of quaternary carbon in a one-pot reaction under visible light is described. By irradiating a platinum(II) polypyridyl complex with visible light, enamine 1 is able to react with alcohol 2 to yield compound 3 featuring a quaternary carbon via 1,2-acyl migration and concurrent esterification. Studies on the mechanism reveal that the platinum(II) complex is able to generate singlet oxygen (O-1(2)) that is responsible for this unprecedented intramolecular 1,2-acyl migration transformation.

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