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

页码：2121 / 2127

页数：7

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