Abstract
AbstractThe reactivity of four 4‐pyrimidyl sulfonic esters in Palladium‐catalyzed Suzuki–Miyaura cross‐coupling reactions was studied with various boronic acids. All the reactions were conducted in water under microwave irradiation. Electron‐rich aryl boronic acids exhibited higher yields when triflate (−OSO2CF3) was used as the pseudohalide, whereas electron‐poor aryl boronic acids reacted faster when nonaflate was employed (−OSO2(CF2)3CF3). Furthermore, the reactivity guide for Pd‐catalyzed coupling of these accessible pseudohalides with boron‐based coupling partners was applied to synthesize a bipyrimidine in excellent yield. Finally, the 2‐methylpyrimidines obtained are suitable starting materials for the synthesis of luminescent sensors.
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