Tetrahedron letters

Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions

EK Raja, DA Klumpp

Index: Raja, Erum K.; Klumpp, Douglas A. Tetrahedron Letters, 2011 , vol. 52, # 40 p. 5170 - 5172

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Citation Number: 3

Abstract

Fluoro-substituted aliphatic nitriles are shown to undergo the Houben–Hoesch reactions with arenes in CF3SO3H to give fluoro-substituted ketones in good yields. The fluorine substituents appear to enhance the reactivities of the nitriles (and the nitrilium ion intermediates) compared to similar aliphatic nitriles. Fluoro-substituted ketones are also shown to be accessible through the reactions of organometallic reagents and fluoro- ...