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 inChinese chemical letters Vol. 28; no. 8; pp. 1743 - 1745
Main Authors Zhang, Dong-Dong, Cui, Shu-Xia, Xu, Zhi-Ping, Li, Dong-Mei, Tian, Zhong-Zhen
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.08.2017
Subjects
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
Michael addition
Resistance
Neonicotinoid Bridged compound
Insecticidal activity
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Summary: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.
Bibliography: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
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2017.05.002