2-ARYLPYRIDINES FROM 2-PYRIDYLCOPPER/TRIPHENYLPHOSPHINE AND IODOARENES

Article abstract of DOI:10.1016/S0040-4020(01)87553-0

2-Arylpyridines are formed rather selectively in 50 to 80 percent yields from 2-pyridylcopper and unactivated iodoarenes in the presence of one to two mol triphenylphosphine in toluene around 100 deg C.The selectivity may be due to the ability of the copper(I) iodide-triphenylphosphine complex as a leaving group or may be discussed in terms of oxidative addition/reductive elimination.The unsymmetric coupling reaction may be general since the coupling of phenylcopper/triphenylphosphine with 2-iodopyridine also gives 2-phenylpyridine.