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- Title
Visible Light-Mediated Monofluoromethylation/Acylation of Olefins by Dual Organo-Catalysis.
- Authors
Xia, Jiuli; Guo, Yunliang; Lv, Zhiguang; Sun, Jiaqiong; Zheng, Guangfan; Zhang, Qian
- Abstract
Monofluoromethyl (CH2F) motifs exhibit unique bioactivities and are considered privileged units in drug discovery. The radical monofluoromethylative difunctionalization of alkenes stands out as an appealing approach to access CH2F-containing compounds. However, this strategy remains largely underdeveloped, particularly under metal-free conditions. In this study, we report on visible light-mediated three-component monofluoromethylation/acylation of styrene derivatives employing NHC and organic photocatalyst dual catalysis. A diverse array of α-aryl-β-monofluoromethyl ketones was successfully synthesized with excellent functional group tolerance and selectivity. The mild and metal-free CH2F radical generation strategy from NaSO2CFH2 holds potential for further applications in fluoroalkyl radical chemistry.
- Subjects
ACYLATION; STYRENE derivatives; DRUG discovery; RADICALS (Chemistry); FUNCTIONAL groups
- Publication
Molecules, 2024, Vol 29, Issue 4, p790
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29040790