Functionalization at the C3 position of the cephalosporin pharmacophore by palladium-catalyzed cross-coupling reactions

Abstract

Herein, we describe a new methodology for selective cephalosporin functionalization at the C3 position. First, an optimization study of the reaction conditions was performed and allowed favourable parameters for the Suzuki-Miyaura coupling reaction to be defined. Then, the scope of the reaction was evaluated using various boronic acids, and the reaction demonstrated a good functional-group tolerance profile. Finally, the formation of some side-products was also investigated, and the main limitations of the reaction were defined.