Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides
Author(s)Han, Chong; Buchwald, Stephen Leffler
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An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. A palladium catalyst composed of a new biaryldialkylphosphine ligand, CPhos, effectively promotes the rate of the reductive elimination step relative to the rate of the undesired β-hydride elimination. The broad substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool for C(sp[superscript 3])−C(sp[superscript 2]) bond formation.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
Journal of the American Chemical Society
American Chemical Society (ACS)
Han, Chong, and Stephen L. Buchwald. “Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides.” Journal of the American Chemical Society 131, no. 22 (June 10, 2009): 7532-7533.
Author's final manuscript