Electrochemical synthesis of selenocyanated imidazo[1,5-a]quinolines under metal catalyst-and chemical oxidant-free conditions |
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| Affiliation: | 1. College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China;2. College of Life Science & Bioengineering, Beijing University of Technology, Beijing 100124, China;3. Department of Organic Chemistry, Faculty of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China;1. Department of Organic Chemistry, College of Chemistry, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China;2. College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China;3. School of Food and Chemical Engineering, Beijing Technology and Business University, Beijing 100048, China;1. School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, China;2. Department of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 425199, China;1. College of Chemistry and Chemical Engineering, Yangtze Normal University, Chongqing 408000, China;2. Department of Chemistry, Hunan University of Science and Engineering, Yongzhou 425100, China;3. Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, Changsha University of Science and Technology, Changsha 410114, China;4. School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, China;1. Green Catalysis Center, College of Chemistry, Zhengzhou University, Zhengzhou 450001, China;2. Faculty of Environment and Life, Beijing University of Technology, Beijing 100024, China;3. College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China |
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| Abstract: | Reported herein is the first example of electrochemical selenocyanation of imidazo[1,5-a]quinolines with KSeCN under metal catalyst-and chemical oxidant-free conditions.This sustainable strategy shows a broad scope and great compatibility with functional groups,and affords synthetically and biologically important selenocyanated imidazo[1,5-a]quinolines in good to excellent yields with cheap graphite and Ni plates as the electrodes.The gram-scale synthesis was also successfully conducted,which might demonstrate the potential value of this electrochemical protocol. |
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| Keywords: | Electrosynthesis Organic electrochemistry Anodic oxidation Imidazo[1,5-a]quinoline Selenocyanation |
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