有机化学 ›› 2009, Vol. 29 ›› Issue (06): 898-903. 上一篇    下一篇

研究论文

α-苯磺酰基环十二酮肟酯的合成及其除草活性

李太公; 刘建平; 韩金涛 ; 傅 滨; 王道全; 王明安*   

  1. (中国农业大学应用化学系 北京 100193)
  • 收稿日期:2008-07-02 修回日期:2008-12-01 发布日期:2009-06-20
  • 通讯作者: 王明安

Synthesis and Herbicidal Activity of α-Phenylsulfonyl- cyclododecanone Oxime Esters

Li, Taigong ; Liu, Jianping; Han, Jintao; Fu, Bin ; Wang, Daoquan; Wang, Mingan*   

  1. (Department of Applied Chemistry, China Agricultural University, Beijing 100193, China)
  • Received:2008-07-02 Revised:2008-12-01 Published:2009-06-20
  • Contact: Wang, Mingan

以环十二酮为原料, 经过α-取代反应生成中间体α-苯磺酰基环十二酮, 先与NH2OH作用成肟然后酯化反应合成了20个未见文献报道的α-苯磺酰基环十二酮肟酯衍生物(8), 其化学结构经1H NMR, IR和元素分析确证. 初步生物活性测定结果显示, 部分化合物具有一定的除草活性, 如α-苯磺酰基环十二酮肟-2,4-二氯苯氧乙酸酯(8p)在浓度为100和1 mg/L时对马唐(Digitaria sanguinalis)的抑制率分别为100%和80.07%; 对苘麻(Abutilon theophrasti)的抑制率分别为100%和88.70%. 毒力测定结果显示, OE16对马唐的IC50值和苘麻的IC50值分别为0.192和0.151 mg/L.

关键词: α-苯磺酰基环十二酮肟酯, 合成, 除草活性
,
α-苯磺酰基环十二酮

Twenty novel compounds of α-phenylsulfonylcyclododecanone oxime esters (8) were synthesized by the acylation of α-phenylsulfonylcyclododecanone oxime. Their structures were confirmed by elemental analysis, 1H NMR, and IR spectral data. The preliminary bioassay results showed that α-phenyl-sul-fonylcyclododecanone oxime 2,4-dichlorophenoxy acetate (8p) had inhibition ratio 100% and 80.07% against Digitaria sanguinalis (Linn.) Scop., and 100% and 88.70% against Abutilon theophrasti Medic. at concentrations of 100 and 1 mg/L. The IC50 for D. sanguinalis and IC50 for A. theophrasti of 8p were 0.192 and 0.151 mg/L, respectively.

Key words: α-phenylsulfonylcyclododecanone oxime ester, synthesis, herbicidal activi, α-phenylsulfonylcyclododecanone