Synthesis of monofluoroalkenes via Julia-Kocienski reaction

Monofluoromethyl 3 5-bis(trifluoromethyl)phenyl sulfone 1 was synthesized and employed in Julia-Kocienski fluoroolefination reaction with various ketones and aldehydes Optimal reaction conditions were found to be the treatment of substrates with KOH or CsF in DMSO at room temperature Mixtures of (E) and (Z) isomers of monofluoroalkenes 4 were obtained in moderate to excellent yields (C) 2010 Elsevier B V All rights reserved