Highly efficient anodic fluorination of 4-(p-chlorophenylthio)methyl-1,3-dioxolan-2-one: marked solvent effects on electrochemical fluorination☆

Add time:09/05/2019    Source:sciencedirect.com

Anodic fluorination of 4-(p-chlorophenylthio)methyl-1,3-dioxolan-2-one was successfully carried out at platinum plate electrodes in a mixture of acetonitrile (MeCN) and propylene carbonate (PC) (1:1) containing Et3N · 3HF using an undivided cell to provide the corresponding α-monofluorinated product in quantitative yield and with almost 100% current efficiency. The fluorination was greatly affected by co-solvents in MeCN. The fluorinated product was readily converted into the corresponding fluorinated allyl-alcohol and oxirane in good to moderate yields by treatment with an alkaline solution.

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