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Published on: June 6, 2014
Cu-Catalyzed Aromatic Metamorphosis of 3-Aminoindazoles
1Institute of Next Generation Matter Transformation , College of Materials Science & Engineering at Huaqiao University , 668 Jimei Blvd. , Xiamen , Fujian 361021 , People's Republic of China.
Abstract:
We present a novel Cu-catalyzed aromatic metamorphosis of 3-aminoindazoles via oxidative cleavage of two C-N bonds of 3-aminoindazoles. This unprecedented reactivity of 3-aminoindazoles allows one to forge diverse nitrile-containing triphenylenes in decent yields via generation of the cyano group in situ. The current study reveals that 3-aminoindazoles could be harnessed as radical precursors via oxidative denitrogenation, the reaction mechanism of which was supported by density functional theory calculations.
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