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Design, synthesis, and bioactivity of cyanonitrovinyl neonicotinoids as potential insecticides

Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2010-10-01

Journal: MONATSHEFTE FUR CHEMIE

Included Journals: Scopus、SCIE

Volume: 141

Issue: 10

Page Number: 1117-1122

ISSN: 0026-9247

Key Words: Neonicotinoids; Insecticides; (E)-configuration; Nitrovinyl compound; X-ray analysis

Abstract: A series of cyanonitrovinyl neonicotinoids were designed and synthesized via five steps in about 35% overall yields. All compounds were structurally characterized by (1)H nuclear magnetic resonance (NMR), (13)C NMR, infrared (IR), and high-resolution mass spectrometry (HRMS), and single-crystal X-ray diffraction analysis of 2-[1-[(6-chloropyridin-3-yl)methyl]-2-imidazolidinylidene]-2-nitroacetonitrile revealed that the double bond is (E)-configured. The preliminary agriculture bioassay indicated that one compound exhibited moderate insecticidal activity against pea aphid.

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