Abstract
Abstract α-Fluorinated esters were effectively prepared by the Baeyer–Villiger oxidation of α-fluorinated ketones with m -chloroperbenzoic acid ( m -CPBA) under mild conditions. The yield of the esters was influenced by the choice of solvent, base, and substituent on the aryl group of the ketones. 4-Methoxyphenyl substituted fluoroketones were oxidized almost quantitatively with m -CPBA within 10 min to 12 h at room temperature using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as a cosolvent with CH 2 Cl 2 (1:1, v/v) and aqueous buffer (KH 2 PO 4 –NaOH, pH 7.6) as an additive base. The oxidation reaction rates of α-fluorinated ketones were higher than those of the corresponding non-fluorinated ketones. The fluorine atom at α-position of fluoromethyl aryl ketones enhanced the reactivity in the Baeyer–Villiger oxidation.
Published Version
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