Ce(OTf)3-Catalyzed [3+2] Cycloaddition of Azides with Nitroolefins: Regioselective Synthesis of 1,5-Disubstituted 1,2,3-Triazoles

被引:127
作者
Wang, Ying-Chun [1 ,2 ]
Xie, Yu-Yang [1 ]
Qu, Hong-En [1 ]
Wang, Heng-Shan [1 ]
Pan, Ying-Ming [1 ]
Huang, Fu-Ping [1 ]
机构
[1] Guangxi Normal Univ, Sch Chem & Chem Engn, Minist Educ China, Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
[2] Jishou Univ, Coll Chem & Chem Engn, Jishou 416000, Peoples R China
基金
中国国家自然科学基金;
关键词
RUTHENIUM-CATALYZED CYCLOADDITION; CLICK CHEMISTRY; ALKYNES; SCOPE;
D O I
10.1021/jo5004339
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first example of rare earth metal-catalyzed [3 + 2] cycloaddition of organic azides with nitroolefins and subsequent elimination reaction is described. In the presence of a catalytic amount of Ce(OTf)(3), both benzyl and phenyl azides react with a broad range of aryl nitroolefins containing a range of functionalities selectively producing 1,5-disubstituted 1,2,3-triazoles in good to excellent yields.
引用
收藏
页码:4463 / 4469
页数:7
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