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Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism
Cheng, Xiaojuan1; Xia, Yuanzhi1,2; Wei, Hua1; Xu, Bin2; Zhang, Chongguang1; Li, Yahong1,2,3; Qian, Guimin2; Zhang, Xiaohua1; Li, Kai1; Li, Wu2
2008-04-01
发表期刊EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
期号11页码:1929-1936
文章类型Article
摘要Intermolecular olefin hydroamination was studied by various Lewis acids. The results of ZrCl(4), FeCl(3), BiCl(3), and AlCl(3) catalyzed reactions of norbornene with aromatic amines were compared, and BiCl(3) was found to be the most effective catalyst to give high yields for various amines, whereas ZrCl(4) could promote the reactions at relatively low temperatures. The FeCl(3) catalyzed reactions were the most chemoselective and excellent yields could be achieved for certain amines by using AlCl(3). A carbocation mechanism was proposed, and the controllable syntheses of allylamine and tetrahydroquinoline from isoprene and 2,5-dichloroaniline were achieved by application of this mechanism. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
关键词Hydroamination Lewis Acids Amines Catalysis Mechanisms
WOS标题词Science & Technology ; Physical Sciences
关键词[WOS]INTRAMOLECULAR HYDROAMINATION ; ASYMMETRIC HYDROAMINATION ; BRONSTED ACID ; STEREOSELECTIVE-SYNTHESIS ; HYDROARYLATION REACTIONS ; VINYLSILANES BEARING ; UNACTIVATED OLEFINS ; CARBOXYLIC-ACIDS ; IONIC SOLVENTS ; AMINO GROUP
收录类别SCI ; IC
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000255144100010
引用统计
被引频次:41[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.isl.ac.cn/handle/363002/5865
专题青海盐湖研究所知识仓储
盐湖资源综合利用工程技术中心
作者单位1.Suzhou Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem & Chem Engn, Suzhou 215123, Peoples R China
2.Chinese Acad Sci, Qinghai Inst Salt Lakes, Xining 810008, Peoples R China
3.Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
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Cheng, Xiaojuan,Xia, Yuanzhi,Wei, Hua,et al. Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2008(11):1929-1936.
APA Cheng, Xiaojuan.,Xia, Yuanzhi.,Wei, Hua.,Xu, Bin.,Zhang, Chongguang.,...&Li, Wu.(2008).Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(11),1929-1936.
MLA Cheng, Xiaojuan,et al."Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .11(2008):1929-1936.
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