Preparative Scale Synthesis of the Biaryl Core of Anacetrapib via a Ruthenium-Catalyzed Direct Arylation Reaction: Unexpected Effect of Solvent Impurity on the …

…, R Angelaud, JF Marcoux, PD O'Shea…

Index: Ouellet, Stephane G.; Roy, Amelie; Molinaro, Carmela; Angelaud, Remy; Marcoux, Jean-Francois; OShea, Paul D.; Davies, Ian W. Journal of Organic Chemistry, 2011 , vol. 76, # 5 p. 1436 - 1439

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Citation Number: 43

Abstract

In this report, we disclose our findings regarding the remarkable effect of a low-level impurity found in the solvent used for a ruthenium-catalyzed direct arylation reaction. This discovery allowed for the development of a robust and high-yield arylation protocol that was demonstrated on a multikilogram scale using carboxylate as the cocatalyst. Finally, a practical, scalable, and chromatography-free synthesis of the biaryl core of Anacetrapib is ...

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