FLUOROALKYL-CONTAINING β,β'-TRICARBONYL COMPOUNDS: TAUTOMERISM AND REACTION WITH N-NUCLEOPHILES

Article abstract of DOI:10.1007/BF00960661

The tautomeric composition of α-polyfluoroacyl derivatives of acetylacetone and malonic ester has been established and it has been shown that with N-nucleophiles (ammonia, 1,2-ethylenediamine, o-phenylenediamine) these compounds undergo 'acid' decomposition with the elimination of the polyfluoroacyl group.With hydrazines, malonic ester derivatives react similarly but acetylacetone derivatives undergo cyclization into pyrazoles.The regiodirectivity of the interaction of fluoroalkyl-containing β,β'-tricarbonyl compounds with N-nucleophiles does not depend on their tautomeric composition and is determined by orbital control.