Synthesis and Herbicidal Activity of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-aryloxy-phenyl) Lactamide Derivatives

doi:10.6023/cjoc201307017

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (1): 118-125.DOI: 10.6023/cjoc201307017 Previous Articles Next Articles

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N-氮杂环甲氧基-O-（4-芳氧基苯基）乳酸酰胺的合成与除草活性

刘祈星^a,b, 黄明智^b, 柳爱平^b, 聂思桥^b, 雷满香^b, 任叶果^b, 裴晖^b, 何丽英^b, 胡礼^b, 胡艾希^a

a 湖南大学化学化工学院长沙 410082;
b 湖南化工研究院国家农药创制工程技术研究中心长沙 410007

收稿日期:2013-07-12 修回日期:2013-09-12 发布日期:2013-09-30
通讯作者: 柳爱平,胡艾希 E-mail:llaappliu@sina.cn; axhu@hnu.edu.cn
基金资助:
国家重点基础研究发展计划（97计划，No. 2010CB126104）；国家教育部博士点专项基金（No. 20040532002）；湖南省自然科学基金（No. 11JJ2006）资助项目.

Synthesis and Herbicidal Activity of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-aryloxy-phenyl) Lactamide Derivatives

Liu Qixing^a,b, Huang Mingzhi^b, Liu Aiping^b, Nie Siqiao^b, Lei Manxiang^b, Ren Yeguo^b, Pei Hui^b, He Liying^b, Hu Li^b, Hu Aixi^a

a College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082;
b National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry, Changsha 410007

Received:2013-07-12 Revised:2013-09-12 Published:2013-09-30
Supported by:
Project supported by the National Basic Research Program of China (973 Program, No. 2010CB126104), the National Research Foundation for the Doctoral Program of Higher Education of China (No. 20040532002), the Natural Science Foundation of Hunan Province (No. 11JJ2006).

The lead compound A8169 was modified, 12 N-hetrocyclo containing nitrogen methoxy-O-(4-aryloxy-phenyl) lactamide derivatives were designed and synthesized, and their structures were characterized by ¹H NMR, ¹³C NMR, LC/MS and IR. The bioassay results indicated that all compounds exhibited 100% activities against Digitaria sanguinalis, Echinochloa crus-galli L and Setaria Viridis at 2250 g/ha. In particular, (R)-(+)-N-((2-chlorothiazol-5-yl)methoxy)-O-(4-((6-chloro-quinoxalin-2-yl)oxy)phenoxy) lactamide (2f) was much more effective against Digitaria sanguinalis (IC₅₀=6.8 g/ha) and Echinochloa crus-galli (IC₅₀=6.6 g/ha) than commercial clodinafop-propargyl and lead compound A8169.

Key words: N-hetrocyclo containing nitrogen methoxy-O-(4-aryloxy-phenyl) lactamide, synthesis, herbicidal activity

Cite this article

Liu Qixing, Huang Mingzhi, Liu Aiping, Nie Siqiao, Lei Manxiang, Ren Yeguo, Pei Hui, He Liying, Hu Li, Hu Aixi. Synthesis and Herbicidal Activity of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-aryloxy-phenyl) Lactamide Derivatives[J]. Chin. J. Org. Chem., 2014, 34(1): 118-125.

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N-氮杂环甲氧基-O-（4-芳氧基苯基）乳酸酰胺的合成与除草活性

Synthesis and Herbicidal Activity of Novel N-Hetrocyclo Containing Nitrogen Methoxy-O-(4-aryloxy-phenyl) Lactamide Derivatives

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