PALLADIUM-CATALYZED CARBONYLATIVE CROSS-COUPLING REACTION OF ARYLBORONIC ACIDS WITH ARYL ELECTROPHILES - SYNTHESIS OF BIARYL KETONES

Citation
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
Citations number
69
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
63
Issue
14
Year of publication
1998
Pages
4726 - 4731
Database
ISI
SICI code
0022-3263(1998)63:14<4726:PCCROA>2.0.ZU;2-M
Abstract
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.