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Inherent vs Apparent Chemoselectivity in the Kumada-Corriu Cross-Coupling Reaction

XiYe Hua, Jeanne Masson-Makdissi, Ryan J. Sullivan and Stephen G. Newman*

*Centre for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, 10 Marie-Curie, Ottawa, Ontario, Canada, K1N 6N5, Email: stephen.newmanuottawa.ca

X. Hua, J. M. Makdissi, R. J. Sullivan, S. G. Newman, Org. Lett., 2016, 18, 5312-5315.

DOI: 10.1021/acs.orglett.6b02631


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Abstract

High-yielding Kumada couplings can occur in the presence of many electrophilic and heterocyclic functional groups if oxidative addition rates are matched with the rate of syringe pump addition of the Grignard reagent.

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Key Words

Kumada coupling, biaryls


ID: J54-Y2016