Journal
TETRAHEDRON
Volume 74, Issue 17, Pages 2121-2129Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.03.014
Keywords
Reduction; Homogeneous catalysis; Nitrogen heterocycles; Quinolines; Amination; Aldehydes; Diboronic acid; Copper
Categories
Funding
- National Natural Science Foundation of China [21202092]
- Startup Foundation from the China Three Gorges University [KJ2012B080, KJ2014H008, 2016PY076]
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A ligand-free copper-catalyzed reduction of azaarenes with diboronic acid as reductant in an aprotic solvent under mild conditions has been developed. Most interestingly, the nitroazaarenes could be reduced exclusively to give the corresponding amines without touching the azaarene moieties. Furthermore, the reductive amination of aromatic nitro compounds and aromatic aldehydes has also been realized. A series of hydrogenated azaarenes and secondary amines were obtained with good functional group tolerance. (C) 2018 Elsevier Ltd. All rights reserved.
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