Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism

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	Lewis acid catalyzed intermolecular olefin hydroamination: Scope, limitation, and mechanism
	Cheng, Xiaojuan 1; Xia, Yuanzhi 1,2; Wei, Hua 1; Xu, Bin 2; Zhang, Chongguang 1; Li, Yahong 1,2,3; Qian, Guimin2 ; Zhang, Xiaohua 1; Li, Kai 1; 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
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
推荐引用方式 GB/T 7714	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.