Synthesis of Highly Stabilized Phosphorus Ylides from Acetylenic Esters, CH-acids and Triphenylphosphine in Aqueous Media
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
Ramazani, A., Dolatyari, L., Reza Kazemizadeh, A., & Ahmadi, E. (2016). Synthesis of Highly Stabilized Phosphorus Ylides from Acetylenic Esters, CH-acids and Triphenylphosphine in Aqueous Media. Asian Journal of Chemistry, 17(1), 297–300. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/19765
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