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Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides

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journal contribution
posted on 17.12.2010, 00:00 by Gary A. Molander, O. Andreea Argintaru, Ioana Aron, Spencer D. Dreher
A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp3)−Br bonds in the presence of C(sp2)−Br bonds was achieved.