Citation: Liu Xiao-Dong, Ma Hai-Yan, Xing Chun-Hui, Lu Long. Synthesis of trifluoromethyl-/cyclopropyl-substituted 2-isoxazolines by DBU-promoted domino reaction[J]. Chinese Chemical Letters, ;2017, 28(8): 1780-1783. doi: 10.1016/j.cclet.2017.03.031 shu

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

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

Corresponding author: Ma Hai-Yan, haiyanma@ecust.edu.cn Xing Chun-Hui, xingch@sioc.ac.cn
Received Date: 6 January 2017
Revised Date: 20 March 2017
Accepted Date: 22 March 2017
Available Online: 27 August 2017

Figures(2)

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.
- Isoxazoline,
- Enone,
- Michael addition,
- Cyclization,
- Domino reaction
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1.
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