Silver-catalyzed synthesis of 5-aryl-3-trifluoromethyl pyrazoles

被引:19
作者
Xu, Yihui [1 ,2 ]
Chen, Qiaoling [1 ,2 ]
Tian, Yishi [1 ,2 ]
Wu, Wei [1 ,2 ]
You, Yi [1 ,2 ]
Weng, Zhiqiang [1 ,2 ]
机构
[1] Fuzhou Univ, Coll Chem, State Key Lab Photocatalysis Energy & Environm, Fuzhou 350108, Peoples R China
[2] Fuzhou Univ, Coll Chem, Fujian Prov Key Lab Electrochem Energy Storage Ma, Fuzhou 350108, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorine; Trifluoromethyl; Pyrazole; Silver; REGIOSELECTIVE SYNTHESIS; 3+2 CYCLOCONDENSATION; 3-TRIFLUOROMETHYLPYRAZOLES; CYCLOADDITION; CF3-YNONES; SOLVENT;
D O I
10.1016/j.tetlet.2019.151455
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A silver-catalyzed synthesis of 5-aryl-3-trifluoromethyl pyrazoles from reaction of various N'-benzylidene tolylsulfonohydrazides with ethyl 4,4,4-trifluoro-3-oxobutanoate is described. The reaction proceeds via sequential nucleophilic addition, intramolecular cyclization, elimination, and [1,5]-H shift steps to afford the trifluoromethylated pyrazole products in moderate to excellent yields. The reaction is compatible with a variety of functional groups. (C) 2019 Elsevier Ltd. All rights reserved.
引用
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页数:4
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