| An Electrochemical Cinnamyl C—H Amination Reaction Using Carbonyl Sulfamate |
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| 作者姓名： | Shuai Liu Jin Li Dalin Wang Feng Liu Xu Liu Yongyuan Gao Dai Jie Xu Cheng |
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| 作者单位： | Institute of Chemistry and Biomedical Sciences |
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| 基金项目： | the National Science Foundation of China (No.21572099);the Open Project of State Key Laboratory Cultivation Base for TCM Quality and Efficacy,Nanjing University of Chinese Medicine (Nos.TCMQ&E 201702);the open training program of the undergraduate experiment course (No.0205145031-6). |
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| 摘 要： | An electrochemical cinnamyl C—H amination reaction in the absence of transition metal catalyst and oxidant was reported. The choice of carbonyl sulfamate as nitrogen source is the key to achieve desired chemoselectivity. A series of terminal amine derivatives are prepared using this protocol and the sulfonyl group can be removed with basic hydrolysis. The reaction is suggested to proceed via a continuous anodic oxidation, deprotonation, anodic oxidation, and intermolecular nucleophilic addition pathway, demonstrating the first example of electrochemical cinnamyl C—H amination.
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| 关 键 词： | ELECTROCHEMISTRY C-H AMINATION SULFAMATE catalyst free |
An Electrochemical Cinnamyl C—H Amination Reaction Using Carbonyl Sulfamate |
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| Shuai Liu,Jin Li,Dalin Wang,Feng Liu,Xu Liu,Yongyuan Gao,Dai Jie,Xu Cheng.An Electrochemical Cinnamyl C—H Amination Reaction Using Carbonyl Sulfamate[J].Chinese Journal of Chemistry,2019,37(6):570-574. |
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| Authors: | Shuai Liu Jin Li Dalin Wang Feng Liu Xu Liu Yongyuan Gao Dai Jie Xu Cheng |
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| Abstract: | An electrochemical cinnamyl C—H amination reaction in the absence of transition metal catalyst and oxidant was reported. The choice of carbonyl sulfamate as nitrogen source is the key to achieve desired chemoselectivity. A series of terminal amine derivatives are prepared using this protocol and the sulfonyl group can be removed with basic hydrolysis. The reaction is suggested to proceed via a continuous anodic oxidation, deprotonation, anodic oxidation, and intermolecular nucleophilic addition pathway, demonstrating the first example of electrochemical cinnamyl C—H amination. |
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