Tetrahedron

A new finding in selective Baeyer–Villiger oxidation of α-fluorinated ketones; a new and practical route for the synthesis of α-fluorinated esters

S Kobayashi, H Tanaka, H Amii, K Uneyama

Index: Kobayashi, Satoru; Tanaka, Hiroaki; Amii, Hideki; Uneyama, Kenji Tetrahedron, 2003 , vol. 59, # 9 p. 1547 - 1552

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Citation Number: 65

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 10min to 12h at room temperature using 1, 1, 1, 3, 3, 3- ...