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1.4.1.7.2.2 Nickel-Catalyzed Cross Coupling Reactions of Arylzinc Species with Acyl Chlorides

DOI: 10.1055/sos-SD-207-00423

Gosmini, C.; Corpet, M.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (20131707.

A more recent versatile application of readily available arylzinc reagents has been reported for the synthesis of ketones 98 in the presence of 2 mol% of a nickel catalyst.[‌92‌] Several nickel catalysts such as bis(acetylacetonato)nickel(II), dichlorobis[1,2-(diphenylphosphino)ethane]nickel(II), dichlorobis(trimethylphosphine)nickel(II) and dichlorobis(triphenylphosphine)nickel(II) are employed at room temperature in tetrahydrofuran and lead to very good yields, even if the reaction times are widely variable (20 min to 24 h). It is of interest that the cross coupling is complete in the absence of any extra ligand and bis(acetylacetonato)nickel(II) is the more rapid catalyst (Scheme 80). The mild conditions result in a wider tolerance of functional groups and a greater scope of the reaction.

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