Highly active, air-stable combinatorial catalysts for the C-C, C-N, and C-S bond formations via cross-coupling reactions of aryl halides

ORGN 87

George Y. Li, CombiPhos Catalysts, Inc, P.O. Box 220, Princeton, NJ 08542-0220
Palladium-catalyzed cross-coupling reactions are widely used approaches to forming a wide variety of carbon-carbon, carbon-nitrogen, carbon-sulfur bonds. However, in many cases, reaction requires different phosphorous ligands or different ratio of Pd/ligand to "fit" with each catalytic cycle, therefore no single catalyst can be applied for all cross-coupling reactions. We successfully found a mixture of air-stable metal-phosphinous acid compounds to be remarkably active and efficient catalysts for almost all cross-coupling reactions of aryl halides with arylboronic acids, olefins, amines, and thiols. Herein, we report a "combinatorial" mixture of air-stable palladium complexes served as efficient catalyst precursors for many C-C, C-N, and C-S bond-forming reactions of aryl halides.