Chinese Journal of Organic Chemistry >
Synthesis and Nematicidal Activities of 8-Azabicyclo[3.2.1]-octane-3-isoxazole Oxime Derivatives
Received date: 2016-01-17
Revised date: 2016-02-29
Online published: 2016-03-11
Supported by
Project supported by the National Natural Science Foundation of China (No. 21572060).
Based on the potential nematicidal activities of tropane derivatives structure, 19 unreported 8-azabicyclo[3.2.1]- octane-3-isoxazole oxime derivatives were designed and synthesized by 1,3-dipolar cycloaddition reaction. Their structures were confirmed by 1H NMR, 13C NMR and HRMS techniques. Preliminary bioassay results showed that targeted compounds exhibited good nematicidal activities against Meloidogyne incognita at concentration of 25 mg/L, and 8-methyl-8-azabicyclo- [3.2.1]octan-3-one-O-((3-(4-nitrophenyl)-4,5-dihydroisoxazol-5-yl)methyl)oxime (9e) showed the best nematicidal activities with 55.6% at concentration of 1 mg/L.
Key words： 8-azabicyclo; nematicide; serotonin; 1,3-dipolar cycloaddition reaction
Lu Qing , Shen Qiaoying , Sun Lu , Wang Jiayi , Song Gonghua . Synthesis and Nematicidal Activities of 8-Azabicyclo[3.2.1]-octane-3-isoxazole Oxime Derivatives[J]. Chinese Journal of Organic Chemistry, 2016 , 36(4) : 760 -767 . DOI: 10.6023/cjoc201601036
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