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Selective aerobic oxidation of benzylic amines to aryl nitriles catalyzed by CuBr2/N-methyl imidazole |
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| Authors: | Yifan Shen Yu Zhou Lili Jiang Guangni Ding Luo Luo Zhaoguo Zhang Xiaomin Xie |
| Institution: | 1. School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China;2. Zhiyuan College, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China |
| Abstract: | A convenient and efficient copper-catalyzed aerobic oxidation of primary amines to aryl nitriles was described. Various benzylic and allylic amines were selectively oxidized to the corresponding nitriles in high yields using CuBr2/NMI as the catalyst and O2 as the oxidant. The oxidation reaction profiles monitored by 1H NMR disclosed the scenario of the reaction path as well as the role of the additives. The addition of NMI increased the rate of reaction and suppressed the hydrolysis and the deamination. |
| Keywords: | Aerobic oxidation Copper catalyst Benzylic amines Aryl nitriles Corresponding author |
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