Tributylphosphine Catalyzed Stereoselective N -Vinylation of Phthalimide and Succinimide

Abstract

Protonation of the highly reactive 1:1 intermediates produced in the reaction between tributylphosphine and dialkyl acetylenedicarboxylates by imides (phthalimide and succinimide) leads to vinyltributylphosphonium salts, which undergo an addition-elimination reaction in CH 2 C 2 at room temperature to produce the corresponding N -vinylimides ( Z isomers) in excellent yields.

Keywords:

• Acetylenic Esters
• Catalyst
• Phthalimide
• Succinimide
• Tributylphosphine
• Vinyltributylphosphonium Salt