Abstract
Three palladium-phosphinous acid complexes, POPd, POPd1, and POPd2, have been employed in cross-coupling reactions of aryl halides and phenyltrimethoxysilane activated by tetrabutylammonium fluoride. A variety of biaryls were prepared from aryl and hetaryl chlorides and bromides in good to high yields under mild reaction conditions. Bromides afford better results than their chloride analogs and acetonitrile was found to be a superior solvent over DMF, ethyl acetate, and isopropyl alcohol. This coupling procedure tolerates nitrile, ketone and ester groups and converts 4,7-dichloroquinoline to 7-chloro-4-phenylquinoline with high regioselectivity.
Key words
cross-coupling reaction - palladium phosphinous acid complexes - phenyltrimethoxysilane - aryl halides - biaryls
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