2-硝基苯酚与芳甲基氯环化制备2-芳基苯并恶唑类化合物研究
2-硝基苯酚与芳甲基氯环化制备2-芳基苯并恶唑类化合物研究(任务书,开题报告,论文6000字)
摘 要
经研究发现，苯并恶唑骨架连接的取代基对其性质有着比较大的影响[1]，通过构效关系研究发现，2位取代基的引入对苯并恶唑的活性影响最大，2位引入取代基能够显著提高其生物活性。
2取代苯并恶唑是一类具有广泛应用前景的氮杂环化合物,合成主要分为芳香胺的氧化环化和苯并恶唑类化合物的芳基化两种途径。常用的制备方法包括2-氨基苯酚在较高温度或金属转移催化氧化条件下与醛、酸、苄醇或苄胺缩合反应等。
作为一种在药物上有重要作用的生物活性分子，2-芳基苯并恶唑类化合物合成方法的安全尤为重要[2]。元素S易获得，无毒，在正常条件下稳定，存在于多种氧化态中，以2-硝基苯酚和芳甲基氯为原料，采用元素硫促进环化反应，制备了一种简单、无金属的2-芳基苯并恶唑的反应收率中等至较好[3]。
为了继续硫介导反应的研究，我们报道了在简单的反应条件下，2-硝基苯酚与芳甲基氯的无金属环化反应，得到了重要的2-芳基苯并恶唑衍生物。以2-硝基苯酚和芳甲基氯为原料，通过元素硫促进环化反应，得到了一种简单、无金属的合成2-芳基苯并恶唑的方法。
关键词：2-硝基苯酚 芳甲基氯 单质硫 氧化还原缩合 [资料来源：https://www.doc163.com]
Synthesis of 2-arylbenzoxazole derivatives by cyclization of 2-nitrophenol with arylmethyl chloride
Abstract
It has been found that the substituents on the benzoxazole skeleton have a relatively large effect on its properties[1]. Through the study of Structure-Activity Relationship, it was found that the introduction of the 2-substituents had the greatest influence on the activity of benzoxazole, and the introduction of substituents at the 2-positions could significantly increase the biological activity.
2-Substituted 1,3-benzoxazoles are a class of nitrogen heterocyclic compound with broad application prospects, which are widely used in functional materials, bioactive molecules, medicine and other fields. The synthetic methods of 2-arylbenzoxazole compounds can be divided into two ways: oxidative cyclization of aromatic amines and arylation of 1,3-benzoxazole compounds. Common preparation methods include condensation of 2-aminophenol with aldehydes, acids, benzyl alcohols or benzylamines at higher temperatures or under metal-transitional catalytic oxidation conditions. [资料来源：http://www.doc163.com]
As a kind of bioactive molecule which plays an important role in medicine, the safety of synthesis of 2-arylbenzoxazole compounds is very important[2]. Element Sulfur is easy to obtain, non-toxic, stable under normal conditions, and exists in various oxidation states. Using 2-nitrophenol and arylmethyl chloride as raw materials, the cyclization reaction is promoted by element sulfur. A simple, metal-free 2-arylbenzoxazole was prepared in medium to good yields[3].
In order to continue the studies of sulfur-mediated reactions, we report the non-metal cyclization of 2-nitrophenol with arylmethyl chloride under simple reaction conditions and obtain important 2-aryl benzoxazole derivatives . A simple, metal-free method for the synthesis of 2-arylbenzoxazole was developed from 2-nitrophenol and arylmethyl chloride via elemental sulfur-promoted cyclization.
Key Words: 2-Nitrophenol；Arylmethyl chloride; Elemental sulfur; Redox condensation
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目 录
摘要 Ⅰ
ABSTRACT Ⅱ
第一章 文献综述 1
1.1 2-芳基苯并恶唑类化合物概要 1
1.1.1 2-芳基苯并恶唑类化合物简介 1
1.1.2 2-芳基苯并恶唑类化合物的应用 1
1.1.3 2-芳基苯并恶唑类化合物的研究进展 2
1.2 2-芳基苯并恶唑化合物的合成 2
1.3 课题研究的内容及意义 5
第二章 实验部分 6
2.1 实验内容 6
2.2 实验仪器及试剂 6
2.2.1 实验仪器 6
2.2.2 实验试剂 6
2.3 反应条件优化 7
2.3.1 实验操作 7
2.3.2 结果与分析 7
2.4 底物拓展 9
2.4.1 硝基苯酚与不同取代的苄氯的反应 9
2.4.2 硝基苯酚与不同取代的苄氯的反应结果和分析 9
2.4.3 不同取代的硝基苯酚与苄氯的反应 11
2.5 化合物结构表征 12
第三章 总结 18
参考文献 19
附录 20
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