Nickel-catalyzed hydrogenative coupling of nitriles and amines for general amine synthesis
Author(s) -
Vishwas G. Chandrashekhar,
Wolfgang Baumann,
Matthias Beller,
Rajenahally V. Jagadeesh
Publication year - 2022
Publication title -
science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 12.556
H-Index - 1186
eISSN - 1095-9203
pISSN - 0036-8075
DOI - 10.1126/science.abn7565
Subject(s) - catalysis , nickel , primary (astronomy) , chemistry , amine gas treating , combinatorial chemistry , ammonia , organic chemistry , homogeneous , homogeneous catalysis , physics , astronomy , thermodynamics
Efficient and general methods for the synthesis of amines remain in high demand in the chemical industry. Among the many known processes, catalytic hydrogenation is a cost-effective and industrially proven reaction and currently used to produce a wide array of such compounds. We report a homogeneous nickel catalyst for hydrogenative cross coupling of a range of aromatic, heteroaromatic, and aliphatic nitriles with primary and secondary amines or ammonia. This general hydrogenation protocol is showcased by straightforward and highly selective synthesis of >230 functionalized and structurally diverse amines including pharmaceutically relevant and chiral products, as well as 15 N-isotope labeling applications.
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