Citation: 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 shu

Synthesis and Nematicidal Activities of 8-Azabicyclo[3.2.1]-octane-3-isoxazole Oxime Derivatives

1.
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China. University of Science and Technology, Shanghai 200237

Corresponding author: Song Gonghua,
Received Date: 17 January 2016
Available Online: 29 February 2016
Fund Project: 国家自然科学基金(No.21572060)资助项目. (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.
- 8-azabicyclo,
- nematicide,
- serotonin,
- 1,3-dipolar cycloaddition reaction
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