Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 10, Issue 5, Pages 1822-1828Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.1c06691
Keywords
photooxidation; C-H bond oxidation; aqueous medium; photocatalysis; aromatic ketones
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Funding
- National Natural Science Foundation of China [21868033]
- Xinjiang Bingtuan Young and Middle-Aged Leading Scientists Program [2020CB027]
- Shihezi Young and Middle-Aged Leading Scientists Program [2019RC01]
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The oxidation of the C-H bond is a significant method in organic synthesis and pharmaceutical chemistry, and the development of a green and efficient catalytic protocol for this oxidation is highly desired. In this study, a light-induced strategy for benzyl oxidation was described, which utilized Eosin Y as a photocatalyst, water as a solvent, and O-2 as an oxidant.
The oxidation of the C-H bond received wide attention in organic synthesis and pharmaceutical chemistry due to its potential as one of the most straightforward and powerful methods to construct molecular scaffolds. The development of a green and efficient catalytic protocol for the oxidation of the sp(3) C-H bond is highly desirable. We described a light-induced synthetic strategy for benzyl oxidation. This approach featured characteristics of the use of Eosin Y as a photocatalyst, water as a solvent, and O-2 as an oxidant. A range of substrates with different functional groups were converted to aromatic ketones in moderate to high yields. The control experiments suggested that this reaction undergoes a single electron-transfer (SET) mechanism.
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