Premium
Nickel‐Catalyzed Monoarylation of Ammonia
Author(s) -
Borzenko Andrey,
RottaLoria Nicolas L.,
MacQueen Preston M.,
Lavoie Christopher M.,
McDonald Robert,
Stradiotto Mark
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201410875
Subject(s) - ammonia , catalysis , nickel , electrophile , bromide , chemistry , chloride , aryl , combinatorial chemistry , inorganic chemistry , organic chemistry , alkyl
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)NiCl 2 ] precatalysts can be employed successfully in such transformations.