Chemistry Department, Faculty of Science, Ain Shams University, Abassia, Cairo 11566, Egypt.
Chemistry Department, Faculty of Science, Ain Shams University, Abassia, Cairo 11566, Egypt.
Bioorg Chem. 2021 Jul;112:104945. doi: 10.1016/j.bioorg.2021.104945. Epub 2021 Apr 26.
A new series of nitrogen heterocycles encompassing a quinoline scaffold such as imidazolone, benzimidazole, triazinone, triazole, and thiazole derivatives was synthesized utilizing the readily obtainable building block synthon, 4-((2-oxo-1,2-dihydroquinolin-3-yl)methylene)-2-phenyloxazol-5(4H)-one (3). It was interesting that the fused heterocycle, pyranoquinoline derivative 15 was successfully synthesized by different routes of reactions. The synthesized compounds were evaluated for their insecticidal activity and compounds 6, 17, and 20 were the most potent against both Mythimna separata and Nilaparvata lugens. The DFT study was performed for the most potent compounds.
利用易得的构建块缩合产物 4-((2-氧代-1,2-二氢喹啉-3-基)亚甲基)-2-苯并恶唑-5(4H)-酮(3),合成了一系列包含喹啉骨架的新型氮杂环,如咪唑酮、苯并咪唑、三嗪酮、三唑和噻唑衍生物。有趣的是,通过不同的反应途径成功合成了稠合杂环吡喃并喹啉衍生物 15。合成的化合物进行了杀虫活性评价,化合物 6、17 和 20 对斜纹夜蛾和褐飞虱的活性最高。对最有效的化合物进行了 DFT 研究。