Kumada-Tamao-Corriu Coupling of Heteroaromatic Chlorides and Aryl Ethers Catalyzed by (IPr)Ni(allyl)Cl

María José Iglesias, Auxiliadora Prieto* and M. Carmen Nicasio*

*Departamento de Ingeniería Química, Universidad de Huelva, 21007-Huelva, Spain; Departamento de Química Inorgánica, Universidad de Sevilla, 41071-Sevilla, Spain, Email: maria.prietodiq.uhu.es, mnicasious.es

M. J. Iglesias, A. Prueto, M. C. Nicasio, Org. Lett., 2012, 14, 4318-4321.

DOI: 10.1021/ol302112q

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Abstract

Low loadings of (IPr)Ni(allyl)Cl catalyzes the cross-coupling reactions of heteroaromatic chlorides with aryl Grignard reagents to afford products in excellent yields. This nickel-based catalytic system also promotes the activation of the C_Ar-O bond of anisoles in the Kumada-Tamao-Corriu reaction under fairly mild conditions.

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Key Words

Heterobiaryls, Biaryls, Kumada Coupling

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ID: J54-Y2012-2760