Citation: Chen Xuewen, Gan Xiuhai, Chen Jixiang, Chen Yongzhong, Wang Yanjiao, Hu Deyu, Song Baoan. Synthesis and Nematicidal Activity of Novel 1, 3, 4-Oxadiazole (Thiadiazole) Thioether Derivatives Containing Trifluorobuten Moiety[J]. Chinese Journal of Organic Chemistry, ;2017, 37(9): 2343-2351. doi: 10.6023/cjoc201703022 shu

Synthesis and Nematicidal Activity of Novel 1, 3, 4-Oxadiazole (Thiadiazole) Thioether Derivatives Containing Trifluorobuten Moiety

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Corresponding author: Song Baoan, songbaoan22@yahoo.com
Received Date: 13 March 2017
Revised Date: 15 April 2017
Available Online: 10 September 2017
Fund Project: National Natural Science Foundation of China 21672044Provincial University Cooperation Plan of China 20147001Project supported by the National Natural Science Foundation of China (No. 21672044) and the Provincial University Cooperation Plan of China (No.20147001)

Figures(2)

In order to explore novel leading compound with good nematicidal activity, a series of 1, 3, 4-oxadiazole (thiadiazole) thioether derivatives containing a trifluorobuten group were designed and synthesized, and their structures were identified by IR, ¹H NMR, ¹³C NMR spectra, ESI-MS and elemental Anal. ysis. The results of nematicidal activity assays revealed that compounds 5a and 6b possessed excellent nematicidal activity agaist Caenorhabditis elegans in vitro after 48 h, with LC₅₀ values of 21.92 and 44.94 μg/mL, respectively, which were superior than that of fosthiazate (72.52 μg/mL) and fluensulfone (72.96 μg/mL). Furthermore, most of compounds exhibited moderate activity against Tylenchus semipenetranss at 100 μg/mL, compound 5b showed better nematicidal activity than fosthiazate and fluensulfone after 48 h and 72 h with the values of 79.9% and 96.7%.
- 1, 3, 4-oxadiazole (thiadiazole) thioether,
- trifluorobutene,
- nematicidal activity,
- Caenorhabditis elegans,
- Tylenchus semipenetranss
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