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Vol. 17 No. 1 (2005): Vol 17 Issue 1

Synthesis of Highly Stabilized Phosphorus Ylides from Acetylenic Esters, CH-acids and Triphenylphosphine in Aqueous Media

Ali Ramazani
Chemistry Department, Zanjan Islamic Azad University, P.O. Box 49195-467, Zanjan, Iran ; Chemistry Department, Zanjan University, P.O. Box 45195-313, Zanjan, Iran
Leila Dolatyari
Chemistry Department, Zanjan Islamic Azad University, P.O. Box 49195-467, Zanjan, Iran
Ali Reza Kazemizadeh
Chemistry Department, Zanjan Islamic Azad University, P.O. Box 49195-467, Zanjan, Iran
Ebrahim Ahmadi
Chemistry Department, Zanjan University, P.O. Box 45195-313, Zanjan, Iran

Corresponding Author(s) : Ali Ramazani

A-Ramazani@mail.znu.ac.ir

Asian Journal of Chemistry, Vol. 17 No. 1 (2005): Vol 17 Issue 1

Abstract

Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates, by CH-acids (nitromethane, acetylacetone, dibenzoylmethane and diethyl malonate) leads to vinyl triphenylphosphonium salts, which undergo Michael addition reaction with conjugate base to produce corresponding highly stabilized phosphorus ylides in the mixture of acetone-water (2:1).

Keywords

CH-acid Triphenylphosphine Highly stabilized phosphorus ylide Vinyl triphenylphosphonium salt Water Environment-friendly
(1)
Ramazani, A.; Dolatyari, L.; Reza Kazemizadeh, A.; Ahmadi, E. Synthesis of Highly Stabilized Phosphorus Ylides from Acetylenic Esters, CH-Acids and Triphenylphosphine in Aqueous Media. ajc 2016, 17, 297-300.
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