An efficient and highly stereoselective synthesis of novel trifluoromethylated trans-dihydrofuro[2,3-c]pyrazoles using arsonium ylides |
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Authors: | Jiaping Zhang Shuxin Yang Kai Zhang Jie Chen Hongmei Deng Min Shao Hui Zhang Weiguo Cao |
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Institution: | 1. Department of Chemistry, Shanghai University, Shanghai 200444, PR China;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China;3. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China;4. Instrumental Analysis and Research Center of Shanghai University, Shanghai 200444, PR China |
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Abstract: | An efficient approach of highly stereoselective synthesis of novel trifluoromethylated trans-4,5-dihydrofuro2,3-c]pyrazoles has been described. Arsonium bromides 1 reacted smoothly with the electron-deficient alkenes (Z)-4-aryl-1-phenyl-3-(trifluoromethyl)-1H-pyrozol-5(4H)-ones 2 to give products trans-dihydrofuro2,3-c]pyrazoles 3 with high stereoselectivity and in good to excellent yields, using CH2Cl2 as solvent and K2CO3 as base. |
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