Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (8): 1785-1791.DOI: 10.6023/cjoc201503001 Previous Articles     Next Articles



石玉军a,b, 王森林a, 何海兵b, 李钰b, 李阳a, 方源a, 戴红b   

  1. a 江苏科技大学环境与化学工程学院 镇江 212003;
    b 南通大学化学化工学院 南通 226019
  • 收稿日期:2015-03-01 修回日期:2015-03-19 发布日期:2015-04-13
  • 通讯作者: 石玉军, 戴红;
  • 基金资助:

    国家自然科学基金(No. 21202089)和江苏省“六大人才高峰”(Nos. 2011-SWYY-009, 2013-SWYY-013)资助项目.

Synthesis and Bioactivity of Novel Pyrazole Oxime Ester Derivatives Containing Furan Moiety

Shi Yujuna,b, Wang Senlina, He Haibingb, Li Yub, Li Yanga, Fang Yuana, Dai Hongb   

  1. a School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003;
    b College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019
  • Received:2015-03-01 Revised:2015-03-19 Published:2015-04-13
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21202089) and the Research Foundation of the Six People Peak of Jiangsu Province (Nos. 2011-SWYY-009, 2013-SWYY-013).

In search of novel heterocyclic compounds with potent biological activities, a series of novel pyrazole oxime ester derivatives bearing substituted furan ring were prepared by the reaction of 5-substituted phenyl-2-furan carbonyl chloride with different pyrazole oximes. The structures of the target compounds were characterized by 1H NMR, 13C NMR and elemental analysis. The bioassay data exhibited that some title compounds showed certain acaricidal or insecticidal activities. For example, 5-(4-trifluoromethylphenyl)furan-2-formic acid-[1-methyl-3-methyl-5-(2,4-dichlorophenoxy)pyrazole-4-carbaldehyde]-oxime ester (6g) displayed 83% inhibition rate against Tetranychus cinnabarinus at the concentration of 400 μg/mL, and 5-(4-fluoro-phenyl)furan-2-formic acid-[1-(4-methylphenyl)-3-methyl-5-(4-methylphenoxy)pyrazole-4-carbaldehyde]oxime ester (6m) showed insecticidal activity against Plutella xylostella and Aphis craccivora with 71% and 64% mortality, respectively, at the same concentration.

Key words: furan, pyrazole oxime, synthesis, biological activity