Pyrrole- and Dihydropyrrole-Fused Neonicotinoids: Design, Synthesis, and Insecticidal Evaluation

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• 作者：Zhenjun Ye ; Lina Shi ; Xusheng Shao ; Xiaoyong Xu ; Zhiping Xu ; Zhong Li
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2013
• 出版时间：January 16, 2013
• 年：2013
• 卷：61
• 期：2
• 页码：312-319
• 全文大小：362K
• 年卷期：v.61,no.2(January 16, 2013)
• ISSN：1520-5118

文摘

Versatile pyrrole- and dihydropyrrole-fused neonicotinoids were obtained from cyclic and non-cyclic nitroeneamines. Anhydrous aluminum chloride (AlCl₃) exhibited high catalytic selectivity for the synthesis of the titled etherified compounds at room temperature and the eliminated products under reflux conditions. The target molecules have been identified on the basis of satisfactory analytical and spectral [¹H and ¹³C nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HRMS), and X-ray] data. All synthesized compounds have been screened for insecticidal activity. The preliminary insecticidal activity results showed that some of the aimed compounds displayed excellent insecticidal activity against cowpea aphids (Aphis craccivora).

Keywords:

Pyrrole; dihydropyrrole; neonicotinoid; nAChR