| 环状烯胺与吲哚的不对称傅克反应研究 |
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| 引用本文： | 周建青,许恺,汪丹杰,蔡正义,高建荣,贾义霞.环状烯胺与吲哚的不对称傅克反应研究[J].浙江化工,2013(10):34-36. |
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| 作者姓名： | 周建青 许恺 汪丹杰 蔡正义 高建荣 贾义霞 |
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| 作者单位： | 浙江工业大学化学工程与材料学院,浙江杭州310014 |
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| 摘 要： | 以手性磷酸作为催化剂，研究了3-亚甲基异吲哚-1-酮与吲哚的不对称傅克烷基化反应。通过对催化剂、溶剂及反应温度等条件的优化，发现在室温条件下，以（S）-1-萘基取代的手性磷酸CPA-5为催化剂，在二氯甲烷溶剂中，反应可以获得51％N对映选择性。在此条件下，考察了吲哚的取代基效应，获得优秀的反应收率和39％~64％的ee值。
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| 关 键 词： | 手性磷酸 不对称傅克反应 吲哚 烯胺 |
Asymmetric Friedel-Crafts Reaction of Indole and Cyclic Enamine |
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| ZHOU Jian-qing,XU Kai,WANG Dan-jie,CAI Zheng-yi,GAO Jian-rong,JIA Yi-xia.Asymmetric Friedel-Crafts Reaction of Indole and Cyclic Enamine[J].Zhejiang Chemical Industry,2013(10):34-36. |
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| Authors: | ZHOU Jian-qing XU Kai WANG Dan-jie CAI Zheng-yi GAO Jian-rong JIA Yi-xia |
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| Affiliation: | (College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, China) |
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| Abstract: | Friedel-Crafts alkylation reaction of 3-methylene-isoindol-1-one and indoles catalyzed by chiral phosphoric acid was studied.. With the optimization of catalyst, solvent and reaction temperature, the optimum catalyst was （S）-1-naphthyl replaced CPA-5 chiral phosphoric acid, optimum solvent was dichloromethane. The reaction could obtain 51% stereoselectivity under the room temperature. Under these conditions, the substituent effect of indole was investigated, good reaction yield and 39%-64% ee were obtained. |
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| Keywords: | chiral phosphoric acid asymmetric Friedel-Crafts reaction indole enamine |
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