Syntheses of 3, 3-disubstituted 2-arylacrylic acids

R Raap, CG Chin, RG Micetich

Index: Raap,R. et al. Canadian Journal of Chemistry, 1971 , vol. 49, p. 2143 - 2151

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Citation Number: 13

Abstract

The syntheses of several 3, 3-disubstituted 2-arylacrylic acids are described. The Wittig reaction between arylglyoxylic esters and isopropylidenetriphenylphosphorane provides an efficient route to 2-aryl-3-methylcrotonic esters. Bromination of these esters with N- bromosuccinimide gives a mixture of the 3-bromomethyl-2-arylcrotonic esters and-2- arylisocrotonic esters. The 3-bromomethylcrotonic esters upon heating cyclize to lactones. ...