Synthesis of trifluoromethyl-/cyclopropyl-substituted 2-isoxazolines by DBU-promoted domino reaction  

作　　者：Xiao-Dong Liu Hai-Yan Ma Chun-Hui Xing Long Lu 

机构地区：[1]School of Chemistry and Molecular Engineering, East China University of Science and Technology [2]Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences

出　　处：《Chinese Chemical Letters》2017年第8期1780-1783,共4页中国化学快报（英文版）

基　　金：Supports from the National Natural Science Foundation of China (Nos. 21272257, 21274041 and 21474028)

摘　　要：NTrifluoromethyl and cyclopropyl substituted 2-isoxazolines were synthesized via a DBU-promoted domino reaction of β-trifluoromethyl-/β-cyclopropyl-substituted enones with hydroxylamine. The domino reaction consists of a Michael addition and the followed cyclization. A wide range of 3-substituted 5-cyclopropyl-5-trifluoromethyl-2-isoxazolines were obtained in good to excellent yields under mild reaction conditions. The method could also apply to other trifluoromethyl-substituted enones.NTrifluoromethyl and cyclopropyl substituted 2-isoxazolines were synthesized via a DBU-promoted domino reaction of β-trifluoromethyl-/β-cyclopropyl-substituted enones with hydroxylamine. The domino reaction consists of a Michael addition and the followed cyclization. A wide range of 3-substituted 5-cyclopropyl-5-trifluoromethyl-2-isoxazolines were obtained in good to excellent yields under mild reaction conditions. The method could also apply to other trifluoromethyl-substituted enones.

关 键 词：Isoxazoline Enone Michael addition Cyclization Domino reaction 

分 类 号：O626.24[理学—有机化学]