Synthesis and insecticidal activities of novel bridged-neonicotinoids
A series of novel bridged-neonicotinoid analogues were designed and synthesized, which were constructed by starting material 8 with cyclopentenone or cyclohexenone in the presence of catalyst aluminium chloride. All of the compounds were characterized and confirmed by~1H NMR,~（13）C NMR, HRMS and IR....
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| Published in | Chinese chemical letters Vol. 28; no. 8; pp. 1743 - 1745 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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Elsevier B.V
01.08.2017
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| Abstract | A series of novel bridged-neonicotinoid analogues were designed and synthesized, which were constructed by starting material 8 with cyclopentenone or cyclohexenone in the presence of catalyst aluminium chloride. All of the compounds were characterized and confirmed by~1H NMR,~（13）C NMR, HRMS and IR. The bioassay tests showed that compounds 5 and 6a showed higher bioactivities than imidacloprid against Aphis craccivora. |
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| AbstractList | [Display omitted]
A series of novel bridged-neonicotinoid analogues were synthesized from 6-Cl-PMNI with cyclopentenone or cyclohexenone, and bioassay tests showed that the bioactivities of compounds 5 and 6a were higher than imidacloprid against Aphis craccivora.
A series of novel bridged-neonicotinoid analogues were designed and synthesized, which were constructed by starting material 8 with cyclopentenone or cyclohexenone in the presence of catalyst aluminium chloride. All of the compounds were characterized and confirmed by 1H NMR, 13C NMR, HRMS and IR. The bioassay tests showed that compounds 5 and 6a showed higher bioactivities than imidacloprid against Aphis craccivora. A series of novel bridged-neonicotinoid analogues were designed and synthesized, which were constructed by starting material 8 with cyclopentenone or cyclohexenone in the presence of catalyst aluminium chloride. All of the compounds were characterized and confirmed by~1H NMR,~（13）C NMR, HRMS and IR. The bioassay tests showed that compounds 5 and 6a showed higher bioactivities than imidacloprid against Aphis craccivora. |
| Author | Dong-Dong Zhang Shu-Xia Cui Zhi-Ping Xu Dong-Mei Li Zhong-Zhen Tian |
| AuthorAffiliation | Shandong Provincial Key Laboratory of Fluorine Chemistry and Chemical Materials, School of Chemistry and Chemical Engineering, University of Jinan, finan250022, China Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China |
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| Cites_doi | 10.1002/(SICI)1526-4998(200001)56:1<60::AID-PS88>3.0.CO;2-K 10.1002/arch.10114 10.1016/j.bmcl.2014.03.037 10.1002/arch.20043 10.1016/j.cclet.2015.03.017 10.1016/j.cclet.2008.03.011 10.1002/anie.201302550 10.1007/s13355-010-0009-7 10.2533/chimia.2011.957 10.1021/jf102765x 10.1021/jf802802g 10.1021/cr4005605 10.1021/jf902531y 10.1021/ar800131p 10.1021/jf063418a 10.1073/pnas.1316369110 10.1021/jf101303g |
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| Keywords | Michael addition Resistance Neonicotinoid Bridged compound Insecticidal activity |
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| Notes | A series of novel bridged-neonicotinoid analogues were designed and synthesized, which were constructed by starting material 8 with cyclopentenone or cyclohexenone in the presence of catalyst aluminium chloride. All of the compounds were characterized and confirmed by~1H NMR,~（13）C NMR, HRMS and IR. The bioassay tests showed that compounds 5 and 6a showed higher bioactivities than imidacloprid against Aphis craccivora. 11-2710/O6 Neonicotinoid Bridged compound Insecticidal activity Michael addition Resistance |
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| SubjectTerms | Insecticidal activity Michael addition Neonicotinoid Bridged compound Resistance 合成 新烟碱类杀虫剂 杀虫活性 桥接 环己烯酮 环戊烯酮 生物活性 红外光谱 |
| Title | Synthesis and insecticidal activities of novel bridged-neonicotinoids |
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