Regioselective Coupling Reaction Of Dibromopyridines And Perfluorobenzenes

Constructing C-O, C-S and C-C bonds of halogenated aromatics through Ullmann reaction and Suzuki reaction is a very effective method. Ullmann and Suzuki coupling reaction catalyzed by transition metal has been one of the active fields due to their advantages of mild reaction conditions and high yields.It is well known to all that pyridines are key backbones of drugs and natural products as well as the key intermediates of medicinal engineering.2,x-dihalopyridines reacted with phenols catalyzed by CuI/TMEDA to easily afford2-aryloxypyridines with good to high yields and great regioselectivity.2,x-dihalopyridines reacted with phenylboronic acid or benzeneboronic acid pinacol ester catalyzed by Pd(OAc)2/PPh3to easily afford2-arylpyridines with good to high yields and great regioselectivity.Perfluorobenzene derivatives are very useful and significant compounds in medicine and material science. A nucleophilic aromatic substitution reaction of perfluorobenzene with substituted thiophenols showed good regioselectivity in dimethoxyethane. A practical and straightforward method for regioselective C-S bond formation accomplished by copper-catalyzed regioselective C-F substitution of electron-deficient perfluoroarenes with aryl thiolacetates or benzyl thiolacetate has been developed.