Copper(I)-Catalyzed Interrupted Click Reaction: Synthesis of Diverse 5-Hetero-Functionalized Triazoles

被引:214
作者
Wang, Weiguo [1 ]
Peng, Xianglong [1 ]
Wei, Fang [1 ]
Tung, Chen-Ho [1 ]
Xu, Zhenghu [1 ,2 ]
机构
[1] Shandong Univ, Dept Chem, Educ Minist, Key Lab Colloid & Interface Chem, Jinan 250100, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
aminations; click reactions; sulfenylation; triazoles; AZIDE-ALKYNE CYCLOADDITION; COPPER-CATALYZED CYCLOADDITION; C-H SULFENYLATION; ONE-POT REACTION; ENANTIOSELECTIVE SYNTHESIS; REGIOSELECTIVE SYNTHESIS; ORGANIC AZIDES; N-TOSYLHYDRAZONES; STRATEGY; 1,2,3-TRIAZOLES;
D O I
10.1002/anie.201509124
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 5-heterofunctionalized triazoles are important scaffolds in bioactive compounds, but current click reactions (CuAAC) cannot produce these core structures. A copper(I)-catalyzed interrupted click reaction to access diverse 5-functionalized triazoles is reported. Various 5-amino-, thio-, and selenotriazoles were readily assembled in one step in high yields. The reaction proceeds under mild conditions with complete regioselectivity. It also features a broad substrate scope and good functional group compatibility.
引用
收藏
页码:649 / 653
页数:5
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