Nickel(0)‐Catalyzed Hydroalkenylation of Imines with Styrene and Its Derivatives |
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| Authors: | Li‐Jun Xiao Chao‐Yue Zhao Lei Cheng Bo‐Ya Feng Wei‐Min Feng Prof. Jian‐Hua Xie Prof. Xiu‐Fang Xu Prof. Qi‐Lin Zhou |
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| Affiliation: | 1. http://zhou.nankai.edu.cn;2. State Key Laboratory and Institute of Elemento-organic Chemistry, College of Chemistry, Nankai University, Tianjin, China;3. Department of Chemistry, Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), College of Chemistry, Nankai University, Tianjin, China;4. Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, China |
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| Abstract: | A nickel(0)‐catalyzed hydroalkenylation of imines with styrene and its derivatives is described. A wide range of aromatic and aliphatic imines directly coupled with styrene and its derivatives, thus providing various synthetically useful allylic amines with up to 95 % yield. The reaction offers a new atom‐ and step‐economical approach to allylic amines by using alkenes instead of alkenyl‐metallic reagents. Experiments and DFT calculations showed that TsNH2 promotes the proton transfer from the coordinated olefin to the imine, accompanied by a new C?C bond formation. |
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| Keywords: | alkenes allylic compounds imines nickel reaction mechanisms |
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