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New Efficient Preparation of Arylzinc Compounds from Aryl Halides Using Cobalt Catalysis and Sacrificial Anode Process

Corinne Gosmini*, Yolande Rollin, Jean Yves Nédélec and Jacques Périchon

*Laboratoire d'Electrochimie, Catalyse et Synthèse Organique, UMR 7582 CNRS-Université Paris 12, 2 rue Henry-Dunant, 94320 Thiais, France, Email: corinne.gosminipolytechnique.edu

C. Gosmini, Y. Rollin, J. Y. Nédélec, J. Périchon, J. Org. Chem., 2000, 65, 6024-6026.

DOI: 10.1021/jo000459b


Abstract

Electroreduction of aryl halides in an electrochemical cell fitted with a sacrificial zinc anode in the presence of cobalt halide and pyridine as ligand in DMF or acetonitrile as solvent provides the corresponding organozinc species in good yields. The reaction solution can be used directly in a subsequent Pd-catalyzed Negishi coupling with aryl iodides at 60°C.

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Key Words

Neghishi Coupling, Zinc, Electrochemistry


ID: J42-Y2000