Copper-Catalyzed Synthesis of 5-Aryl-6-(Trifluoromethyl)-2,3-Dihydropyrazolo[1,2-a]Pyrazol-1(5H)-One

被引：12
|
作者：
Zhang, Xinyu [1 ,2 ]
Wang, Hui [1 ,2 ]
Xie, Lili [1 ,2 ]
You, Chenhui [1 ,2 ]
Han, Xiaoyan [3 ]
Weng, Zhiqiang [1 ,2 ]
机构：
[1] Fuzhou Univ, Fujian Prov Key Lab Electrochem Energy Storage Ma, Coll Chem, Fuzhou 350108, Peoples R China
[2] Fuzhou Univ, Key Lab Mol Synth & Funct Discovery, Coll Chem, Fuzhou 350108, Peoples R China
[3] Soochow Univ, Testing & Anal Ctr, Suzhou 215123, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2021年 / 16卷 / 18期
基金：
中国国家自然科学基金;
关键词：
3+2]-cycloaddition; azomethine imine; trifluoromethylation; pyrazole; copper; ALPHA-TRIFLUOROMETHYLSTYRENE DERIVATIVES; PYRAZOLIDINONE ANTIBACTERIAL AGENTS; AZOMETHINE IMINES; 3+2 CYCLOADDITION; 1,3-DIPOLAR CYCLOADDITION; REGIOSELECTIVE SYNTHESIS; 2-BROMO-3,3,3-TRIFLUOROPROPENE; 1,3-BUTADIENES; HYDRAZIDES; ALDEHYDES;
D O I：
10.1002/asia.202100693
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient protocol for the synthesis of 5-aryl-6-(trifluoromethyl)-2,3-dihydropyrazolo[1,2-a]pyrazol-1(5H)-one derivatives through a copper-catalyzed [3+2]-cycloaddition of azomethine imines with 3,3,3-trifluoropropyne (generated in situ from dehydrobromination of 2-bromo-3,3,3-trifluoropropene under base conditions) is developed. The advantages of this transformation are the broad substrate scope and the good functional group compatibility. The subsequent oxidation and nucleophilic substitution/aromatization provide a new approach to 4-trifluoromethylated pyrazol-1-yl propanoic acids.
引用
收藏
页码：2669 / 2673
页数：5
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