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Palladium-Catalyzed Cross-Coupling Reaction of Secondary Benzylic Bromides with Grignard Reagents

Ana López-Pérez, Javier Adrio* and Juan C. Carretero*

*Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain, Email: javier.adriouam.es, juancarlos.carreterouam.es

A. López-Pérez, J. Adrio, J. C. Carretero, Org. Lett., 2009, 11, 5514-5517.

DOI: 10.1021/ol902335c (free Supporting Information)


Abstract

The use of the Xantphos ligand in a mild palladium-catalyzed Kumada-Corriu reaction of secondary benzylic bromides with aryl and alkenyl Grignard reagents minimizes the undesired β-elimination pathway. The corresponding cross-coupling products can be isolated in good yields with inversion of the configuration.

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Key Words

Kumada Coupling, Benzylation, Diarylmethanes, Alkenes


ID: J54-Y2009-3530