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One-Pot Approach for SNAr Reaction of Fluoroaromatic Compounds with Cyclopropanol
Synlett ( IF 1.7 ) Pub Date : 2019-04-11 , DOI: 10.1055/s-0037-1611768 Hao Jin 1 , Zhuo Gao 2 , Shaodong Zhou 1 , Chao Qian 1
Synlett ( IF 1.7 ) Pub Date : 2019-04-11 , DOI: 10.1055/s-0037-1611768 Hao Jin 1 , Zhuo Gao 2 , Shaodong Zhou 1 , Chao Qian 1
Affiliation
A novel method for preparing aromatic compounds containing cyclopropoxy via nucleophilic aromatic substitution reaction (SNAr) of fluoroaromatic compounds with cyclopropanol under relatively mild conditions is presented. As compared to the approaches reported previously for preparing 1-(cyclopropyloxy)-2-nitrobenzene, the one proposed in this work is simplified without sacrificing the yields: When the reaction was performed at 75 °C with Cs2CO3 as the base and DMF as solvent, after 6 h the yield was up to 90%. Finally, various fluoroaromatic compounds were employed as substrates for a test that proves a wide application scope of the method.
中文翻译:
含氟芳族化合物与环丙醇的 SNAr 反应的一锅法
提出了一种在相对温和的条件下通过氟代芳族化合物与环丙醇的亲核芳族取代反应 (SNAr) 制备含环丙氧基的芳族化合物的新方法。与之前报道的制备 1-(环丙氧基)-2-硝基苯的方法相比,这项工作中提出的方法在不牺牲产率的情况下得到了简化:当反应在 75°C 下进行,以 Cs2CO3 为碱,DMF 为溶剂, 6 h 后产率高达 90%。最后,各种含氟芳烃化合物被用作测试的底物,证明了该方法的广泛应用范围。
更新日期:2019-04-11
中文翻译:
含氟芳族化合物与环丙醇的 SNAr 反应的一锅法
提出了一种在相对温和的条件下通过氟代芳族化合物与环丙醇的亲核芳族取代反应 (SNAr) 制备含环丙氧基的芳族化合物的新方法。与之前报道的制备 1-(环丙氧基)-2-硝基苯的方法相比,这项工作中提出的方法在不牺牲产率的情况下得到了简化:当反应在 75°C 下进行,以 Cs2CO3 为碱,DMF 为溶剂, 6 h 后产率高达 90%。最后,各种含氟芳烃化合物被用作测试的底物,证明了该方法的广泛应用范围。