Palladium-catalyzed carbonylative cross-coupling reaction of arylboronic acids with aryl electrophiles: Synthesis of biaryl ketones

T Ishiyama, H Kizaki, T Hayashi, A Suzuki…

Index: Ishiyama, Tatsuo; Kizaki, Hiroe; Hayashi, Takahiro; Suzuki, Akira; Miyaura, Norio Journal of Organic Chemistry, 1998 , vol. 63, # 14 p. 4726 - 4731

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Citation Number: 190

Abstract

The carbonylative cross-coupling reaction of arylboronic acids with aryl electrophiles (ArI, ArBr, and ArOTf) to yield unsymmetrical biaryl ketones was carried out in anisole at 80° C in the presence of a palladium catalyst and a base. The reaction selectively proceeded under an atmospheric pressure of carbon monoxide when PdCl2 (PPh3) 2 (3 mol%)/K2CO3 (3 equiv) were used for aryl iodides and PdCl2 (dppf)(3 mol%)/K2CO3 (3 equiv)/KI (3 equiv) ...

~76%

~76%

~81%

Detail

~79%

Detail

~60%

~55%

~37%

~3%

~86%

Detail

~56%

~64%

~49%

~65%

~87%

~91%

~62%

~89%

~47%

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