摘要时至今日，有机硫化学已经形成了一套完备的体系。现有的硫醚合成方法中，采用不同种类金属催化剂形成C—S 键在有机合成中占有重要地位。近年来, 有文献报道了采用不同种类金属催化剂用于形成 C—S 键得到硫醚类化合物。我们发现过渡金属催化的交叉偶联反应可以很容易的构建碳一杂键，成为有机合成硫醚的重要手段之一，其在医药及其化工领域都有着非常广泛的应用。我们的主要任务就是合成苯并五元氮杂环硫醚类化合物的时候若干设计具有代表性的氮杂环底物，然后选取与该反应最合适的模板反应，筛选最合适的催化条件，如催化剂、添加剂、配体和溶剂等进行优化；随后利用最优反应条件选择合成苯并五元氮杂环的硫醚类化合物，采用核磁共振进行表征，分析确定产物的结构。48276

Until now, the organic sulfur chemistry has formed a complete set of system. As an important intermediate in the synthesis of many biological and pharmaceutical active molecules, sulfur compounds in these organic sulfur compounds are widely used in the synthesis of polymer materials, pharmaceuticals, flavors and fragrances, and pesticides. In the existing methods of sulfide synthesis, S - C bond formed by different kinds of metal catalysts plays an important role in organic synthesis. In recent years, it has been reported that the use of different kinds of metal catalysts for the formation of S - C bond to get the sulfur ether compounds. We found one carbon heteroatom bond construction of transition metal catalyzed cross coupling reactions can be easily, has become one of the important means of organic synthesis of sulfide, the in the pharmaceutical and chemical industries have a very wide range of applications. Our main task is to design synthetic several is representative of the nitrogen heterocyclic substrates, select the appropriate template reaction, screening catalysts, additives, ligand and solvent on the catalytic reaction conditions were optimized. Thirdly, the optimal reaction conditions choose synthetic benzene and five membered nitrogen heterocyclic rings of thioether compounds, using nuclear magnetic resonance (NMR), analysis of the structure of product was determined.

毕业论文关键词：重要中间体；硫醚；金属催化剂； C—S 键；交叉偶联反应

Keyword:  Important intermediate； Thioether； Metal catalyst；S - C key；Cross coupling reaction

目    录

摘    要 3

1. 引言 5

1.1. 苯并五元氮杂环的硫醚类化合物合成研究 5

1.1.1. 硫醚类化合物的应用 5

1.1.2. 不同种类金属催化剂的C－S键偶联法合成硫醚类化合物 7

1.1.3. 论文研究的目的和总体设计 10

1.1.4. Cu催化C－S键偶联法合成硫醚类化合物的应用举例 10

1.1.5. 研究合成硫醚类化合物的意义 14

2. 实验部分 14

2.1. 实验部分 14

2.1.1. 实验仪器与试剂 14

2.1.2. 实验步骤 15