An Efficient One-Pot Synthesis and Temperature Dependence of NMR Spectra of Nitrogen-Containing Phosphorus Ylides

Abstract

The addition of triphenylphosphine to dialkyl acetylenedicarboxylates in the presence of trifluoroacetamide, a NH acid, leads to stable crystalline phosphorus ylides in exellent yields. These stable ylides exist as a mixture of two geometrical isomers as a result of restricted rotation around the carbon-carbon partial double bond, resulting from conjugation of the ylide moiety with the adjacent group.

Keywords:

• Acetylenic Ester
• Trifluoroacetamide
• Triphenylphosphine
• Stabilized Ylides