Preparation and reaction of sulphonium ylides stabilized by a phosphinyl substituent

Abstract

Sulphonium methylides with a dialkoxyphosphinyl substituent were prepared by the treatment of the corresponding sulphonium salts with sodium hydride. The reaction of these ylides with phenyl isocyanate, acid chlorides, or acid anhydrides gave new stabilized ylides. While the reaction of these ylides with benzaldehyde afforded vinyl sulphonium salts, that with αβ-unsaturated esters resulted in the formation of phosphono-substituted cyclopropanes.