
TY  - JOUR
A1  - Kopinski, RP 
A1  - Pinhey, JT 
A1  - Rowe, BA 
T1  - The chemistry of aryllead(IV) tricarboxylates. Reaction with derivatives of malonic acid: New routes to &#945;-aryl carboxylic acids and arylated barbituric acid derivatives
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1984
VL  - 37
IS  - 6
SP  - 1245
EP  - 1254
KW  - 
UR  - https://doi.org/10.1071/CH9841245 
N2  - 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. 
ER  -

