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Cu-catalyzed reduction of azaarenes and nitroaromatics with diboronic acid as reductant
Authors:Danwei Pi  Haifeng Zhou  Yanmei Zhou  Qixing Liu  Renke He  Guanshuo Shen  Yasuhiro Uozumi
Affiliation:1. Research Center of Green Pharmaceutical Technology and Process, Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China;2. Institute for Molecular Science, Myodaiji, Okazaki 444-8787, Japan
Abstract: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.
Keywords:Reduction  Homogeneous catalysis  Nitrogen heterocycles  Quinolines  Amination  Aldehydes  Diboronic acid  Copper
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