| 5-(2-呋喃基)-1,3-环己二酮衍生物的合成及除草活性 |
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| 引用本文： | 崔庆,王娇,谢龙观,徐效华.5-(2-呋喃基)-1,3-环己二酮衍生物的合成及除草活性[J].农药学学报,2010,12(4):417-422. |
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| 作者姓名： | 崔庆 王娇 谢龙观 徐效华 |
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| 作者单位： | 1.南开大学 元素有机化学研究所/元素有机化学国家重点实验室,天津 300071 |
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| 基金项目： | 国家自然科学基金项目(20872069). |
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| 摘 要： | 为了研究环己三酮类除草剂结构与活性的关系,以2-呋喃甲醛为起始原料,经过与丙酮的羟醛缩合(aldol condensation)反应、与丙二酸二乙酯的迈克尔加成反应、以及分子内的羟醛缩合环化反应,最后与酰氯发生重排反应合成了一系列新的5-(2-呋喃基)-1,3-环己二酮衍生物,所有目标化合物的结构均经过核磁共振氢谱、碳谱及高分辨质谱的确证。初步除草活性测定结果表明,与天然的AB5046A相比,2-苯甲酰基-5-(2-呋喃基)衍生物的活性明显降低,而2-乙酰基和丙酰基衍 生物则显示出更高的除草活性,如化合物 T3 在100 μ g/mL下对油菜生长的最高抑制率达82.9%。
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| 关 键 词： | 5-(2-呋喃基)-1 3-环己二酮 合成 除草活性 |
| 收稿时间： | 2010/11/20 0:00:00 |
| 修稿时间： | 2010/12/5 0:00:00 |
Synthesis and herbicidal activity of 5-(2-furanyl) cyclohexane-1,3-diones derivatives |
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| CUI Qing,WANG Jiao,XIE Long-guan and XU Xiao-hua.Synthesis and herbicidal activity of 5-(2-furanyl) cyclohexane-1,3-diones derivatives[J].Chinese Journal of Pesticide Science,2010,12(4):417-422. |
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| Authors: | CUI Qing WANG Jiao XIE Long-guan and XU Xiao-hua |
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| Institution: | 1.State Key Laboratory of Elemento-organic Chemistry/Institute of Elemento-organic Chemistry, Nankai University,Tianjin 300071,China |
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| Abstract: | In order to explore the structure-activity relationship of triketones,a series of 2-acyl-5-(2-furnayl)-cyclohexane-1,3-diones derivatives were synthesized starting from 2-furaldehyde via acetone aldol condensation and diethyl malonate Michel reaction,then intramolecular cyclization of aldol condensation.The structures of these compounds were confirmed by 1H NMR,13 C NMR and HRMS.The in vitro bioassay results showed that 2-benzoyl-5-(2-furanyl)-cyclohexane-1,3-diones show more low herbicidal activity than natural product AB5046A,and 2-acyl and propionyl derivatives have high herbicidal activity.Compound T3 showed 82.9% inhibition rate at the dosage of 100 μ g/mL against Brassica campestris L. |
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| Keywords: | 5-(2-furanyl)-cyclohexane-1 3-diones synthesis herbicidal activity |
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