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

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

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