Vinylphosphonium Salt Mediated Preparation of Substituted Imides and Furans from Benzoic Acid, 1,1,3,3-Tetramethylbutyl Isocyanide, and Acetylenic Esters

Abstract

Protonation of the reactive intermediates produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates by benzoic acid leads to vinyltriphenylphosphonium salts, which undergo complex reactions with 1,1,3,3-tetramethylbutyl isocyanide to produce corresponding substituted furans and imides in fairly good yields in a stereoselective manner.

Keywords:

• Acetylenic ester
• densely functionalized furan
• electron-poor imide
• phosphorus ylide
• triphenylphosphine

Acknowledgments

This work was supported by the Zanjan University.