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含十五内酯环磺酰脲类化合物的合成
引用本文:朱伟娟,梁晓梅,陈卫华,吴景平,王道全.含十五内酯环磺酰脲类化合物的合成[J].有机化学,2006,26(9):1313-1316.
作者姓名:朱伟娟  梁晓梅  陈卫华  吴景平  王道全
作者单位:中国农业大学应用化学系,北京,100094
基金项目:国家重点基础研究发展计划(973计划)(No.2003CB114407)资助项目.
摘    要:为模拟天然产物的结构, 以α-硝基环十二酮为原料, 通过与丙烯醛的Michael加成、扩环和引入磺酰脲的侧链, 合成了五个含十五内酯环的磺酰脲类化合物4. 它们的结构均通过1H NMR, IR和元素分析确证. 生测结果表明它们均具有一定的除草活性. 其中以4c的活性最高, 对马唐和苘麻的LC50分别为27.4和71.8 mg/L.

关 键 词:磺酰脲  大环内酯  合成  除草活性
收稿时间:10 2 2005 12:00AM
修稿时间:03 30 2006 12:00AM

Synthesis of Sulfonylureas Containing 1,15-Pentadecanolide Ring
ZHU Wei-Juan,LIANG Xiao-Mei,CHEN Wei-Hua,WU Jing-Ping,WANG Dao-Quan.Synthesis of Sulfonylureas Containing 1,15-Pentadecanolide Ring[J].Chinese Journal of Organic Chemistry,2006,26(9):1313-1316.
Authors:ZHU Wei-Juan  LIANG Xiao-Mei  CHEN Wei-Hua  WU Jing-Ping  WANG Dao-Quan
Affiliation:Department of Applied Chemistry, China Agricultural University, Beijing 100094
Abstract:To simulate the structure of the natural products, five sulfonyl ureas containing pentadecanolide ring (4) were synthesized from 2-nitrocyclododecanone by the Michael addition with acrolein followed by ring enlargement and introduction of the sulfonylurea side chain. Their structures were confirmed by 1H NMR, IR spectra and elemental analysis. The preliminary bioassay showed that they have some herbicidal activity, among them 4c exhibits the highest activity, and the LC50 values against Digitaria Sanguinalis (L.) Scrop and Abutilon theophrastic Medic are 27.4 and 71.8 mg/L respectively.
Keywords:sulfonylurea  macrolide  synthesis  herbicidal activity
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