| 碘催化的亚胺Diels-Alder反应：有效地合成四氢喹啉衍生物 |
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| 引用本文： | 李云成,张俊民,董立亭,鄢明. 碘催化的亚胺Diels-Alder反应：有效地合成四氢喹啉衍生物[J]. 中国化学, 2006, 64(7): 929-932. DOI: 10.1002/cjoc.200690176 |
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| 作者姓名： | 李云成 张俊民 董立亭 鄢明 |
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| 作者单位： | School of Pharmaceutical Sciences Sun Yat-sen University，Guangzhou，Guangdong 510080，China College of Chemistry and Chemical Engineering，Suzhou University，Suzhou，Jiangsu 215006，China，College of Chemistry and Chemical Engineering，Suzhou University，Suzhou，Jiangsu 215006，China，School of Pharmaceutical Sciences，Sun Yat-sen University，Guangzhou，Guangdong 510080，China College of Chemistry and Chemical Engineering，Suzhou University，Suzhou，Jiangsu 215006，China，~aSchool of Pharmaceutical Sciences，Sun Yat-sen University，Guangzhou，Guangdong 510080，China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China(No.20472061) |
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| 摘 要： | Iodine was found to be an efficient catalyst for the imino Diels-Alder reaction of N-arylimine with enol ethers toprovide tetrahydroquinolines in good yields.The influence of the loading of iodine,reaction solvent,the structure ofimine and enol ethers was studied.One pot synthesis of tetrahydroquinolines from aldehyde,aniline and enol etherscatalyzed by iodine was also applicable and provided tetrahydroquinolines in comparable yields.Mild reaction con-ditions,facile experimental procedure,low price of iodine and good yield of products render this new method at-tractive for practical synthesis of many tetrahydroquinoline derivatives.
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| 关 键 词： | 碘 催化剂 亚胺 Diels-Alder反应 四氢喹啉 合成 |
| 收稿时间： | 2005-11-10 |
| 修稿时间： | 2005-11-102006-03-12 |
Imino Diels-Alder Reaction Catalyzed by Iodine:Efficient Synthesis of Tetrahydroquinolines |
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| LI, Yun-Cheng ZHANG, Jun-Min DONG, Li-Ting YAN, Ming. Imino Diels-Alder Reaction Catalyzed by Iodine:Efficient Synthesis of Tetrahydroquinolines[J]. Chinese Journal of Chemistry, 2006, 64(7): 929-932. DOI: 10.1002/cjoc.200690176 |
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| Authors: | LI Yun-Cheng ZHANG Jun-Min DONG Li-Ting YAN Ming |
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| Affiliation: | 1School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong 510080, China ;2 College of Chemistry and Chemical Engineering, Suzhou University, Suzhou, Jiangsu 215006, China |
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| Abstract: | Iodine was found to be an efficient catalyst for the imino Diels-Alder reaction of N-arylimine with enol ethers to provide tetrahydroquinolines in good yields.The influence of the loading of iodine,reaction solvent,the structure of imine and enol ethers was studied.One pot synthesis of tetrahydroquinolines from aldehyde,aniline and enol ethers catalyzed by iodine was also applicable and provided tetrahydroquinolines in comparable yields.Mild reaction con- ditions,facile experimental procedure,low price of iodine and good yield of products render this new method at- tractive for practical synthesis of many tetrahydroquinoline derivatives. |
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| Keywords: | iodine catalyst imine Diels-Alder reaction tetrahydroquinoline synthesis |
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