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Synthesis of trifluoromethyl-/cyclopropyl-substituted 2-isoxazolines by DBU-promoted domino reaction |
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| Authors: | Xiao-Dong Liu Hai-Yan Ma Chun-Hui Xing Long Lu |
| Affiliation: | a School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China;b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China |
| Abstract: | 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. |
| Keywords: | Isoxazoline Enone Michael addition Cyclization Domino reaction |
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