合成黄檀内酯论文.docVIP

PAGE XI 合成黄檀内酯 Synthesis of Dalbergin 学院名称： 材料与化工学院 班 级： 应用化学081 学 号： 学生姓名： 指导教师： 2012年 05月 PAGE II 摘 要 选取具有抗肿瘤、抗菌、抗氧化等重要生物活性的天然药物黄檀内酯为目标化合物，设计其合成线路。主要工作有：第一部分，对文献合成方法全面总结和评价；第二部分，设计了五种合成黄檀内酯的方法，第一种线路以简单易得的苯酚为起始原料经过18步反应得到产物；第二种线路以邻羟基苯酚为原料，经由8步反应得到产物；第三条线路以3,4-二甲氧基苯甲醛为原料经由一系列还原、取代反应合成黄檀内酯；第四条以2-甲氧基对二苯酚为原料以Pechmann缩合法得到产物；第五条线路以香兰素的衍生物为反应物通过与苯胺发生亲核加成反应后与丙二酸的环化得到黄檀内酯。通过对比可知线路四条件温和，反应只需一步即可完成，可显著缩短反应时间，是一条更高效、更绿色环保、原子利用率更高的合成线路。 关键词：黄檀内酯，合成，线路设计  Abstract Selected with the important biological active natural medicine Dalbergia lactone as the target compounds, then design the synthetic lines. The main work: the first part, have a comprehensive summary and evaluation of the synthesis methods; The second part, proposed five kinds of synthesis methods, the first line is use the simple and easy getting phenol as the starting material, in18-step reaction to get the products; The second line is use the o-hydroxyl phenol as raw materials, through eight-step reaction to get the products; The third route is use 3,4- dimethoxy benzaldehyde as raw materials, Through a series of restore, replace to get Dalbergia lactone; The fouth is use 2-methoxy hydroquinone as raw materials through Pechmann condensation to get product; Fifth line is use the derivatives of vanillin to react with aniline through nucleophilic addition and then cyclization to get Dalbergia lactone. By contrast, the fourth line in mild conditions and the reaction in one step to complete, Can significantly shorten the reaction time, is a more efficient, more green, higher atom utilization of synthetic line. Key words: Dalbergia lactone， Synthesis， Circuit design 目 录 TOC \o 1-4 \f \u 摘 要 PAGEREF _Toc30096 I Abstract PAGEREF _Toc27803 II 1 绪 论 PAGEREF _Toc7761 1 1.1 天然药物的研究与发展 PAGEREF _Toc31449 1 1.2 天然药物黄檀内酯简介 PAGEREF _Toc11705 1 1.3 黄檀内酯的种类 PAGEREF _Toc9062 2 1.3.1 简单的香豆素类 PAGEREF _Toc8292 2 1.3.2 呋喃香豆素类 PAGEREF _Toc13444 3 1.3.3 吡喃香豆素类 PAGE