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Cleavage of the C= N Bond in Carbodiimides via Release of High Ring Strain: A New Strategy for the Selective Synthesis of 2-Aminoaryl Alkynyl Imines
Zhou, Yi1; Chi, Yue1; Zhao, Fei1; Zhang, Wen-Xiong1,2; Xi, Zhenfeng1
KeywordAlkynes Benzynes Cn Activation Carbodiimides Multicomponent Reactions
Source PublicationCHEMISTRY-A EUROPEAN JOURNAL
2014-02-24
ISSN0947-6539
DOI10.1002/chem.201304701
Volume20Issue:9Pages:2463-2468
Indexed BySCI ; IC ; CCR
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Multidisciplinary
WOS Research AreaChemistry
WOS KeywordEARTH-METAL COMPLEXES ; MULTICOMPONENT COUPLING REACTIONS ; TERMINAL ALKYNES ; CARBON-CARBON ; ORGANOACTINIDE COMPLEXES ; METATHESIS REACTIONS ; GUANIDINATE LIGANDS ; CATALYTIC ADDITION ; ORGANIC-SYNTHESIS ; IMIDO COMPLEXES
AbstractA novel pattern of the cleavage and reorganization of CN bond in the multicomponent reaction (MCR) of terminal alkynes or haloalkynes, carbodiimides, and benzynes is achieved for the first time to construct efficiently 2-aminoaryl alkynyl imines. The selective formation and ring-opening of the azetine intermediate with the high ring strain is essential for this reaction. Further transformation of 2-aminoaryl alkynyl imines via the Cu-catalyzed cycloisomerization is explored to provide steroselectively the bi-, tri-, and tetracyclic fused pyrrolines.
Language英语
WOS IDWOS:000331729700012
PublisherWILEY-V C H VERLAG GMBH
Citation statistics
Cited Times:25[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/167309
Collection中国科学院大连化学物理研究所
Corresponding AuthorZhang, Wen-Xiong
Affiliation1.Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, BNLMS,Minist Educ, Beijing 100871, Peoples R China
2.Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
Recommended Citation
GB/T 7714
Zhou, Yi,Chi, Yue,Zhao, Fei,et al. Cleavage of the C= N Bond in Carbodiimides via Release of High Ring Strain: A New Strategy for the Selective Synthesis of 2-Aminoaryl Alkynyl Imines[J]. CHEMISTRY-A EUROPEAN JOURNAL,2014,20(9):2463-2468.
APA Zhou, Yi,Chi, Yue,Zhao, Fei,Zhang, Wen-Xiong,&Xi, Zhenfeng.(2014).Cleavage of the C= N Bond in Carbodiimides via Release of High Ring Strain: A New Strategy for the Selective Synthesis of 2-Aminoaryl Alkynyl Imines.CHEMISTRY-A EUROPEAN JOURNAL,20(9),2463-2468.
MLA Zhou, Yi,et al."Cleavage of the C= N Bond in Carbodiimides via Release of High Ring Strain: A New Strategy for the Selective Synthesis of 2-Aminoaryl Alkynyl Imines".CHEMISTRY-A EUROPEAN JOURNAL 20.9(2014):2463-2468.
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