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Copper(II)‐Catalyzed Aerobic Oxidation of Amines: Divergent Reaction Pathways by Solvent Control to Imines and Nitriles
Author(s) -
Kim Jihyeon,
Golime Gangadhararao,
Kim Hun Young,
Oh Kyungsoo
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900302
Subject(s) - chemistry , catalysis , copper , reactivity (psychology) , amine gas treating , solvent , redox , molecular oxygen , organic chemistry , combinatorial chemistry , photochemistry , medicine , alternative medicine , pathology
The dehydrogenative coupling of amines by copper catalysts was investigated in the presence of molecular oxygen. By modulating the aerobic oxidation pathways of Cu(OAc) 2 catalyst in different reaction solvents, the selective formations of homo‐coupled imines, cross‐coupled imines, and nitriles have been achieved from amine derivatives. The discovery of the multiple aerobic oxidation pathways of Cu(OAc) 2 signifies the on demand reactivity control of the catalytically active copper species by the reaction solvents. Given that the aerobic oxidation protocols are of significant interest to the advancement of green chemical processes, the copper‐catalyzed aerobic oxidation reactions will be useful for a wide range of functional group transformations.