Synthesis of Substituted Phosphonates and Their Reactions with Carbonyl Compounds |
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| Authors: | I A Nuretdinov V A Mamedov E V Bayandina L K Nikonorova A A Shtyrlina A E Arbuzov |
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| Institution: | Institute of Organic and Physical Chemistry, Kazan Branch, Academy of Sciences of the USSR , Arbuzov Str. 8, Kazan , 420083 , USSR |
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| Abstract: | Abstract The reaction of the derivatives of 3-phenyl-3-chloro-2-oxopropionic acid with the trivalent phosphorus compounds has been studied. The esterification or amidation of this acid have been shown to influence the course of reaction with Ph3P. In the reaction with esters enolphosphonium salts are produced, ketophosphonium salts are obtained when amides are involved. Properties of these compounds have also been studied in the Wittig reaction. 3-(α-chlorobenzyl)-2-oxoquinoxaline which reacted with trialkyl phosphates (Arbuzov reaction) has been synthesized. These phosphonates are obtained in nearly quantitative yields, in alkaline conditions (Horner-Emmons reaction) they react smoothly with aromatic aldehydes to give the substituted vinylyuinoxalines. |
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