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Synthesis of 2-trifluoromethyl-2-hydroxy-2H-chromenes via cyclization of (Z)-trifluoromethyl alkenyl triflates and salicylaldehydes
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2018-06-01 , DOI: 10.1016/j.jfluchem.2018.05.013
Dong Li , Yuhan Zhou , Yilong Zhao , Chunxia Zhang , Jianzhe Li , Jinfeng Zhao , Jingping Qu

A new and efficient method for the synthesis of 2-trifluoromethyl-2-hydroxy-2H-chromenes was developed via intermolecular cyclization of (Z)-trifluoromethyl alkenyl triflates and salicylaldehydes. A series of 2-trifluoromethyl-2-hydroxy-2H-chromenes with aryl or alkyl groups at 3-position have been obtained in moderate to excellent yields. And a key intermediate, 3-phenyl-4-(pyrrolidin-1-yl)-2-(trifluoromethyl)chroman-2-ol (6), was isolated and fully characterized, which suggests that the elimination of pyrrolidine from this intermediate is the last step during the formation of 2-trifluoromethyl-2-hydroxy-2H-chromenes.



中文翻译:

通过(Z)-三氟甲基烯基三氟甲磺酸酯和水杨醛的环化反应合成2-三氟甲基-2-羟基-2 H-色烯

通过(Z)-三氟甲基烯基三氟甲磺酸酯和水杨醛的分子间环化,开发了一种新的有效的2-三氟甲基-2-羟基-2 H-色烯合成方法。已经获得了中等至极好的产率的一系列在3-位带有芳基烷基的2-三氟甲基-2-羟基-2 H-色烯。并分离并充分表征了关键中间体3-苯基-4-(吡咯烷-1-基)-2-(三氟甲基)苯并-2-醇(6),这表明从该中间体消除吡咯烷是在形成2-三氟甲基-2-羟基-2 H-苯甲基的最后一步。

更新日期:2018-06-01
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