ALTERNATIVE SYNTHESIS OF 2-ARYLPROPANOIC ACIDS FROM ENOLATE AND ARYL HALIDES

Citation
Cg. Ferrayoli et al., ALTERNATIVE SYNTHESIS OF 2-ARYLPROPANOIC ACIDS FROM ENOLATE AND ARYL HALIDES, Journal of the Chemical Society. Perkin transactions. I, (12), 1995, pp. 1635-1638
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
12
Year of publication
1995
Pages
1635 - 1638
Database
ISI
SICI code
0300-922X(1995):12<1635:ASO2AF>2.0.ZU;2-L
Abstract
Arylpropanoic acids, a type of non-steroidal antiinflammatory drug, ha ve been prepared in liquid ammonia by photo-radical nucleophilic subst itution of halogenoarenes with sodium N,N-dimethylacetamide enolate fo llowed by methylation and hydrolysis. Rapid substitution occurred in m any cases with good to excellent yields of arylpropanoic acids. The ti tle compounds have also been prepared by arylation of sodium acetone e nolate with methylation and oxidation in a haloform reaction.