An efficient and highly stereoselective synthesis of novel trifluoromethylated trans-dihydrofuro[2,3-c]pyrazoles using arsonium ylides

被引：8
|
作者：
Zhang, Jiaping [1 ]
Yang, Shuxin [1 ]
Zhang, Kai [1 ]
Chen, Jie [1 ]
Deng, Hongmei [4 ]
Shao, Min [4 ]
Zhang, Hui [1 ]
Cao, Weiguo [1 ,2 ,3 ]
机构：
[1] Shanghai Univ, Dept Chem, Shanghai 200444, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
[4] Shanghai Univ, Instrumental Anal & Res Ctr, Shanghai 200444, Peoples R China
来源：
TETRAHEDRON | 2012年 / 68卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Dihydrofuro[2,3-c]pyrazoles; Arsonium ylides; Trifluoromethylated; Electron-deficient alkenes; Stereoselective synthesis; POLYETHER IONOPHORE ANTIBIOTICS; ONE-POT SYNTHESIS; DERIVATIVES; CYCLOPROPANES; QUINAZOLINE; CHEMISTRY; DISCOVERY; QUINOLINE;
D O I：
10.1016/j.tet.2012.01.030
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient approach of highly stereoselective synthesis of novel trifluoromethylated trans-4,5-dihydrofuro[2,3-c]pyrazoles has been described. Arsonium bromides I reacted smoothly with the electron-deficient alkenes (Z)-4-aryl-1-phenyl-3-(trifluoromethyl)-1H-pyrozol-5(4H)-ones 2 to give products trans-dihydrofuro[2,3-c]pyrazoles 3 with high stereoselectivity and in good to excellent yields, using CH2Cl2 as solvent and K2CO3 as base. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2121 / 2127
页数：7
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