The Suzuki reaction (coupling of an aryl halide with an organoboron compound) has become the method of choice for the synthesis of biaryls. Boronic acids are often used for the coupling but there are problems with these such as polymerization and competitive deboronation. Aryltrifluoroborates have been found to be excellent alternatives. In this lecture, our efforts to apply ultra-low catalyst coupling conditions to the reactions of aryl bromides with potassium aryltrifluoroborates will be discussed. The method builds on our previously reported sub-ppm level Suzuki couplings with boronic acids and again involves the use of water as the solvent and microwave heating. The scope and limitations of this new variant will be discussed.
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Back to The 33rd Northeast Regional Meeting (July 14-17, 2005)