Ln[N(SiMe3)2]3-catalyzed cycloaddition of terminal alkynes to azides leading to 1,5-disubstituted 1,2,3-triazoles: new mechanistic features

被引:105
|
作者
Hong, Longcheng [1 ]
Lin, Weijia [1 ]
Zhang, Fangjun [1 ]
Liu, Ruiting [1 ]
Zhou, Xigeng [1 ,2 ]
机构
[1] Fudan Univ, Shanghai Key Lab Mol Catalysis & Innovat Mat, Dept Chem, Shanghai 200433, Peoples R China
[2] State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
RUTHENIUM-CATALYZED CYCLOADDITION; 1,3-DIPOLAR CYCLOADDITIONS; CLICK-CHEMISTRY; TRIAZOLE; LIGATION; DIMERIZATION; SELECTIVITY; ACTIVATION; REACTIVITY; TETRAZOLES;
D O I
10.1039/c3cc42534g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first example of rare earth metal-catalyzed cycloaddition of terminal alkynes to azides resulting in the formation of 1,5-disubstituted 1,2,3-triazoles is described. Preliminary studies revealed that the present cycloaddition shows unprecedented mechanistic features involving a tandem anionic cascade cyclization and anti-addition across the C C triple bond.
引用
收藏
页码:5589 / 5591
页数:3
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