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学科主题: 氟化学
题名: The reaction of 2-fluoroalkyl-1-iodoethylenes with arylamines: a facile method for the synthesis of fluoroalkylated quinolines and enaminoketones
其他题名: 2-氟烷基-1-碘乙烯与芳胺的反应: 一种合成氟烷基喹啉和烯胺酮的简便方法
作者: Zhao FL(赵富录) ; Yang XJ(杨先金) ; Liu JT(刘金涛)
通讯作者: 刘金涛
刊名: Tetrahedron
发表日期: 2004-01-01
卷: 60, 期:44, 页:9945-9951
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所氟有机实验室
英文摘要: The reaction of 2-fluoroalkyl-1-iodoethylenes with arylamines (1) and the subsequent acid promoted transformation of the products were described. In the presence of ZnCl2 and triethylamine, 1 reacted readily with various p-substituted anilines in HMPA under a vacuum of 60-70 mmHg to give the corresponding enaminoaldehydes (2) as a mixture of E- and Z-isomers. Cyclization of 2, without further purification in refluxing toluene, catalyzed by strong acids such as p-toluene sulfonic acid and trifluoromethanesulfonic acid gave 2-fluoroalkylquinolines (3) in good yields, while fluoroalkylated enaminoketones (4) were obtained predominantly when 2 was treated with acids in aqueous THF solution. A possible mechanism was proposed for the formation of 3 and 4. (C) 2004 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000224333000016
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/23314
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Zhao FL,Yang XJ,Liu JT. The reaction of 2-fluoroalkyl-1-iodoethylenes with arylamines: a facile method for the synthesis of fluoroalkylated quinolines and enaminoketones[J]. Tetrahedron,2004,60(44):9945-9951.
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