4.7 Article

Benzylic Hydroperoxidation via Visible-Light-Induced Csp3-H Activation

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JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 9, 页码 6181-6187

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00385

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  1. American Chemical Society Petroleum Research Fund [PRF 58838UNI1]
  2. William Paterson University of New Jersey

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A highly efficient benzylic hydroperoxidation has been realized through a visible-light-induced Csp(3)-H activation. We believe that this reaction undergoes a direct HAT mechanism catalyzed by eosin Y. This approach features the use of a metal-free catalyst (eosin Y), an energy-economical light source (blue LED), and a sustainable oxidant (molecular oxygen). Primary, secondary, and tertiary hydroperoxides as well as silyl, benzyl, and acyl peroxides were successfully prepared with good yields and excellent functional group compatibility.

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