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B(C6F5)3-catalyzed metal-free hydrogenations of 2-quinolinecarboxylates |
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| Authors: | Caifang Han E Zhang Xiangqing Feng Shoufeng Wang Haifeng Du |
| Institution: | 1. Beijing National Laboratory of Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China;2. College of Chemistry and Material Sciences, Hebei Normal University, Shijiazhuang, Hebei 050024, PR China;3. College of Chemistry and Chemical Engineering, Shandong Provincial Key Laboratory of Fluorine Chemistry and Chemical Materials, University of Jinan, Jinan 250022, PR China;4. University of Chinese Academy of Sciences, Beijing 100049, PR China |
| Abstract: | A metal-free hydrogenation of 2-quinolinecarboxylates has been realized by using 5?mol% of B(C6F5)3 as catalyst. A variety of tetrahydroquinolines were obtained in 57–99% yields. An attempt for the asymmetric hydrogenation with chiral boron Lewis acids generated from chiral dienes afforded very low ee’s. |
| Keywords: | 2-Quinolinecarboxylates Metal-free hydrogenation Tetrahydroquinolines Frustrated Lewis pairs |
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