Preparation and Wittig Reactions of Organotrifluoroborato Phosphonium Ylides

Abstract

[reaction: see text] Potassium [(trifluoroboratophenyl)methyl]triphenylphosphonium chlorides have been prepared from the corresponding benzyl chlorides and PPh3. In the presence of 1.2 equiv of K2CO3 and various aldehydes, these mixed salts are easily converted to the corresponding unsaturated organotrifluoroborates via the intermediate phosphorus ylides. A protocol for a one-pot transformation has also been developed.