One-Pot Double Suzuki Cross-Coupling: Synthesis of Diarylated Pyridines

Abstract

A highly regioselective, one-pot, double Suzuki cross-coupling procedure for the construction of 2,5- and 2,3-diaryl pyridines is described. Starting from 2,3- and/or 2,5-dibromo­pyridines, sequential regioselective coupling with aryl- and alkenylboronic acids to give the disubstituted pyridines in reasonable to good yields was achieved. Interestingly, the modest isolated yields of many of the products increased (by approximately 20%) with purification on neutral alumina instead of silica gel flash chromatography.