Preparative scale synthesis of the biaryl core of anacetrapib via a ruthenium-catalyzed direct arylation reaction: unexpected effect of solvent impurity on the arylation reaction.
J Org Chem
; 76(5): 1436-9, 2011 Mar 04.
Article
en En
| MEDLINE
| ID: mdl-21284400
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 described.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Rutenio
/
Oxazolidinonas
Tipo de estudio:
Guideline
Idioma:
En
Revista:
J Org Chem
Año:
2011
Tipo del documento:
Article
País de afiliación:
Canadá