Benzoylpyruvates in heterocyclic chemistry

Abstract

in Wiley InterScience (www.interscience.wiley.com).The present review covers the utility of benzoylpyruvates as a vehicle for the preparation of highly functionalized heterocycles. Regio-and chemoselective features are discussed with reference to the application of different nucleophilic species. In this context, the preparation of such rings as pyrazoles, isoxazoles, primidines, and pyridines are presented. As the means to establish a distinct functional pattern, the rendered strategy can be seen as an alternative to cross-coupling protocols.

A simple and versatile protocol for the preparation of 1,3‐functionalized heterocycles utilizing benzoylpyruvates

“…Although the ester functionality imparts the adjacent carbonyl with an augmented electron deficiency, it might itself undergo nucleophilic attack, thereby giving rise to a potential chemoselective problem as well ( Fig. 1) [8].…”

Cytotoxicity and Utility of 1-Indanone in the Synthesis of Some New Heterocycles

“…23) Thus, condensation of ethyl (3-hydroxy-1H-inden-2-yl)(oxo)-acetate 2 with thiosemicarbazide in refluxing ethanol containing a catalytic amount of hydrochloric acid afforded the corresponding 1,2,4-triazin-5(2H)-one 6 in 75% yield (Chart 2).…”