Successive replacement of halogen atoms in 4,6-dihaloquinolines in cross-coupling reactions with arylboronic acids catalyzed by palladium and nickel complexes

Conditions were found where in 6-halo-4-quinolines (halogen = iodine, bromine, or chlorine) the halo-en atoms were replaced in succession by similar or different aryl groups in cross-coupling reactions with arylboric acids catalyzed by palladium and nickel complexes. Basing on successive Suzuki reaction a convenient procedure was developed for preparation of diarylquinolines that did not require isolation of the intermediate monoarylation product and afforded almost quantitative yields of diarylquinolines.