
%0 Journal Article
%A Kopinski, RP 
%A Pinhey, JT 
%A Rowe, BA 
%T The chemistry of aryllead(IV) tricarboxylates. Reaction with derivatives of malonic acid: New routes to &#945;-aryl carboxylic acids and arylated barbituric acid derivatives
%J Australian Journal of Chemistry
%D 1984/06/01
%V 37
%N 6
%P 1245-1254
%K 
%R https://doi.org/10.1071/CH9841245
%U https://www.publish.csiro.au/paper/CH9841245 
%X Derivatives of 2,2-dimethyl-1,3-dioxan-4,6-dione (Meldrum's acid) and the sodium salts of substituted malonic esters undergo electrophilic C-arylation in high yield with aryllead triacetates, thus providingnew routes to &#945;-arylalkanoic acids. Syntheses of the antiflammatory compound 2-(p-isobutylphenyl)-propanoic acid (Ibuprofen) have been carried out to demonstrate the method. The arylation reactionhas been extended to 5-ethylbarbituric acid and to barbituric acid itself, which affords the 5,5-diarylated derivatives in good yield. A study of the effect of some tertiary bases on there action of p-methoxyphenyllead triacetate with the 5-isopropyl derivative of Meldrum's acid has shown that replacement of pyridine by 2,2'-bipyridyl results in an increase in yield and reaction rate, while a further marked improvement occurs in the presence of 1,10-phenanthroline. 
