2-Aryl-4-chloro-3-iodoquinolines as substrates for the synthesis of 2,3-diaryl-4-methoxyquinolines

摘要

Sequential functionalisation of 2-aryl-4-chloro-3-iodoquinolines via palladium–catalysed cross-coupling with phenylboronic acid followed by displacement of the 4-chloro atom from the resulting 2,3-diaryl-4-chloroquinolines with methoxide ion yielded 2,3-diaryl-4-methoxyquinolines. The latter were also prepared via Suzuki–Miyaura crosscoupling of 2-aryl-3-iodo-4-methoxyquinolines with phenylboronic acid. Demethylation of the methoxy compounds (BBr3) gave the 2,3-diaryl-4(1H)-quinolinones.