title: Nickel-catalyzed monoarylation of ammonia.
abstract: Structurally diverse (hetero)aryl chloride, bromide, and tosylate electrophiles were employed in the Ni-catalyzed monoarylation of ammonia, including chemoselective transformations. The employed JosiPhos/[Ni(cod)2] catalyst system enables the use of commercially available stock solutions of ammonia, or the use of ammonia gas in these reactions, thereby demonstrating the versatility and potential scalability of the reported protocol. Proof-of-principle experiments established that air-stable [(JosiPhos)NiCl2] precatalysts can be employed successfully in such transformations.
authors.affiliation: Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2 (Canada).
authors.forename: Andrey
authors.initials: A
authors.lastname: Borzenko
authors.forename: Nicolas L
authors.initials: NL
authors.lastname: Rotta-Loria
authors.forename: Preston M
authors.initials: PM
authors.lastname: MacQueen
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Lavoie
authors.forename: Robert
authors.initials: R
authors.lastname: McDonald
authors.forename: Mark
authors.initials: M
authors.lastname: Stradiotto
keywords: amination; ammonia; arylation; cross-coupling; nickel