T. Ishiyama et al., PALLADIUM-CATALYZED CARBONYLATIVE CROSS-COUPLING REACTION OF ARYLBORONIC ACIDS WITH ARYL ELECTROPHILES - SYNTHESIS OF BIARYL KETONES, Journal of organic chemistry, 63(14), 1998, pp. 4726-4731
The carbonylative cross-coupling reaction of arylboronic acids with ar
yl electrophiles (ArI, ArBr, and ArOTf) to yield unsymmetrical biaryl
ketones was carried out in anisole at 80 degrees C in the presence of
a palladium catalyst and a base; The reaction selectively proceeded un
der an atmospheric pressure of carbon monoxide when PdCl2(PPh3)(2)(3 m
ol %)/K2CO3 (3 equiv) were used for aryl iodides and PdCl2(dppf) (3 mo
l %)/K2CO3 (3 equiv)/KI (3 equiv) for the bromides or the triflates. T
he carbonylation of arylboronic acids with benzyl halides gave aryl be
nzyl ketones.