Synthesis,insecticidal and acaricidal activities of novel 2-arylpyrroles  

作　　者：LIU AiPing TANG Ming YU ShuYing LIU XingPing WANG XiaoGuang PEI Hui WU DaoXin HU Li OU XiaoMing HUANG MingZhi 

机构地区：[1]National Engineering Research Center for Agrochemicals,Hunan Research Institute of Chemical Industry [2]Hunan Province Key Laboratory for Agrochemicals [3]School of Chemistry and Biological Engineering,Changsha University of Science and Technology

出　　处：《Science China Chemistry》2013年第1期117-123,共7页中国科学（化学英文版）

基　　金：supported by the National Basic Research Program of China(973 Program,2010CB126104);National Twelfth-five Key Project of China(2011BAE06B01-03);National Natural Science Foundation of China(21272062);the Hunan Provincial Natural Science Foundation (11JJ2006,11JJ3022 and 10JJ3053);Science Plan of Hunan Province (2010FJ2003)

摘　　要：To search for novel 2-arylpyrroles with unique biological activities,a series of novel 2-arylpyrrole derivatives were designed and synthesized,and their structures were characterized by 1 H and 13 C NMR spectroscopy,MS spectrometry,and elemental analysis.Their insecticidal activities against Lepidopteran pests (e.g.Mythimna separata) and acaricidal activities against mites (e.g.Tetranychus urticae) were evaluated.The results of bioassays indicate that some of these title compounds exhibited excellent insecticidal and acaricidal activities.For example,4-bromo-1-((chloromethoxy)methyl)-2-(4-chloro phenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (6a),4-bromo-2-(4-chlorophenyl)-1-((2-fluoroethoxy)-methyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile (6d) showed insecticidal activity against Mythimna separata and 4-bromo-2-(4-chlorophenyl)1-((isopropoxymethoxy)methyl)-5-(trifluoro methyl)pyrrole-3-carbonitrile (7d) showed acaricidal activity against Tetranychus urticae.They were more effective than Chlorfenapyr,which has been the only commercialized member of a new class of chemicals of 2-arylpyrroles.To search for novel 2-arylpyrroles with unique biological activities,a series of novel 2-arylpyrrole derivatives were designed and synthesized,and their structures were characterized by 1 H and 13 C NMR spectroscopy,MS spectrometry,and elemental analysis.Their insecticidal activities against Lepidopteran pests （e.g.Mythimna separata） and acaricidal activities against mites （e.g.Tetranychus urticae） were evaluated.The results of bioassays indicate that some of these title compounds exhibited excellent insecticidal and acaricidal activities.For example,4-bromo-1-（（chloromethoxy）methyl）-2-（4-chloro phenyl）-5-（trifluoromethyl）pyrrole-3-carbonitrile （6a）,4-bromo-2-（4-chlorophenyl）-1-（（2-fluoroethoxy）-methyl）-5-（trifluoromethyl）pyrrole-3-carbonitrile （6d） showed insecticidal activity against Mythimna separata and 4-bromo-2-（4-chlorophenyl）1-（（isopropoxymethoxy）methyl）-5-（trifluoro methyl）pyrrole-3-carbonitrile （7d） showed acaricidal activity against Tetranychus urticae.They were more effective than Chlorfenapyr,which has been the only commercialized member of a new class of chemicals of 2-arylpyrroles.

关 键 词：2-arylpyrroles CHLORFENAPYR SYNTHESIS insecticidal activity acaricidal activity 

分 类 号：TQ450.2[化学工程—农药化工]