Three-Component Reaction of Triphenylphosphine, Acetylenic Esters, and 6-Aminouracil or 6-Amino-N,N′-dimethyluracil

Abstract

Protonation of the reactive 1:1 intermediate produced in the reaction of acetylenic esters and triphenylphosphine by 6-aminouracil or 6-amino-N,N′-dimethyluracil leads to vinylphosphonium salts, which undergo Michael addition with the conjugate base of the NH acid to produce highly fanctionalized, salt-free phosphorus ylides in excellent yields.

GRAPHICAL ABSTRACT

Keywords:

• Acetylenic esters
• 6-amino-N,N′-dimethyluracil
• 6-aminouracil
• phosphorus ylides
• triphenylphosphine

ACKNOWLEDGMENTS

We gratefully acknowledge financial support from the Research Council of Islamic Azad University of Yazd and the Islamic Azad University of Zahedan of Iran.