Visible Light-Mediated Monofluoromethylation/Acylation of Olefins by Dual Organo-Catalysis

Autor: Jiuli Xia, Yunliang Guo, Zhiguang Lv, Jiaqiong Sun, Guangfan Zheng, Qian Zhang
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Molecules, Vol 29, Iss 4, p 790 (2024)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules29040790
Popis: 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.
Databáze: Directory of Open Access Journals
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