The successive substitution of halogens in 4-chloro-6-iodoquinoline by aryl groups in cross-coupling reactions with arylboronic acids

The conditions for selective stepwise substitution of iodine and chlorine atoms in 4-chloro-6-iodoquinoline which allow the synthesis of the corresponding diarylquinolines with different aryl groups in the 4- and 6-positions, in a one-pot procedure, in high yields are reported. A significant effect of the addition of water or BU4NBr on the rate and yield of both stages was discovered. (C) 2002 Elsevier Science Ltd. All rights reserved.