Chemoselective halogenation of 2-hydroperfluoroalkyl aldehydes

DA Wiebe, DJ Burton

Index: Wiebe, Donald A.; Burton, Donald J. Journal of Fluorine Chemistry, 2012 , vol. 139, p. 4 - 11

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Citation Number: 2

Abstract

2-Hydroaldehydes, RfCH (R) CHO, where Rf= CF3, C2F5, n-C3F7 and R= CF3, C2F5, n- C3F7, Ph, H, were prepared via acid hydrolysis of the corresponding vinyl ethers, RfC (R)= CHOCH3, which can be readily prepared by reaction of [Ph3P+ C¯ HOCH3] with the corresponding ketone. The 2-hydroaldehydes can be chemoselectively converted to the acyl halide, RfCH (R) C (O) X (X= Cl, Br), via free-radical halogenation. The perfluoroalkyl ...