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Nickel‐Catalyzed Monoarylation of Ammonia
Authors:Dr. Andrey Borzenko  Nicolas L. Rotta‐Loria  Preston M. MacQueen  Christopher M. Lavoie  Dr. Robert McDonald  Prof. Dr. Mark Stradiotto
Affiliation:1. Department of Chemistry, Dalhousie University, Halifax, Nova Scotia B3H 4R2 (Canada);2. X‐Ray Crystallography Laboratory, Department of Chemistry, University of Alberta, Edmonton, Alberta T6G 2G2 (Canada)
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.
Keywords:amination  ammonia  arylation  cross‐coupling  nickel
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