苯并咪唑类衍生物的合成.pdf

河北大学
硕士学位论文
苯并咪唑类衍生物的合成
姓名:董晓云
申请学位级别:硕士
专业:有机化学
指导教师:王书香;陈国锋
2011-05
摘要
摘要

苯并咪唑类衍生物是一类重要的有机合成中间体,具有抗癌、杀菌、抗病毒等生物
活性,在医药、农药等方面具有广泛的应用。因此,该类杂环化合物的合成研究一直是
化学工作者的关注的热点。
近年来超声辐射技术在有机合成中得到到了广泛的应用。在醋酸铵催化下,将超声辐
射引入 2-取代苯并咪唑类衍生物的合成中。该方法与传统统反应相比,操作简便、反应时
间短、产率高。
固载催化剂剂具有催化效果好,便于回收使用等优点,近年来在有机合成中得到到广泛
的应用。本文将 FeCl 3 固载到到不同载体上,研究了不同载体固载 FeCl 3 对 2-苯基-1H-苯
并咪唑收率的影响,从而改进了 2-取代苯并咪唑类衍生物的合成方法。该方法操作简便,
产率和选择性较高,催化剂剂回收后经简单处理可重复使用。
查耳酮类化合物具有抗菌、抗肿瘤、抗癌、抗结结核、消炎及抗氧化等生物活性,在
药物化学中具有广泛的用途。本文通过 2-(4-氨基苯基)-1H-苯并咪唑与取代肉桂酰氯反
应合成出出一系列列新型的苯并咪唑类查耳酮衍生物,为此类化合物的合成提供了有效的途
径。



关键词苯并咪唑衍生物杂环化合物超声辐射查耳酮固载催化剂剂
I
Abstract
Abstract
Benzimidazoles are important intermediates with good biological and pharmacological
properties anic synthesis. Because of the vital role in biological fields such as anticancer,
antimicrobial, antiviral and antispasmodic activities, the research for the synthesis of
benzimidazole derivatives has drawn much attention in recent years.
Ultrasound has been widely used anic synthesis. We have reported a new method
of the synthesis of 2-substituted benzimidazoles catalyzed by NH 4OAc under ultrasound.
Compared with conventional methods, the procedures described are easy handing,
patible, shorter reaction time and higher yield.
Catalysts and reagents supported on anic substrates have received increasing
attention in recent years as a means to develop more convenient or selective catalysts or
reagents. Herein, a new method of the synthesis of 2-phenyl-1H-benzimidazole catalyzed by
FeCl 3/anic substrates was studied, improving the procedure of synthesis of
2-substituted benzimidazoles. The reaction characterized by milder conditions, shorter
reaction time, higher yield, good selectivity and involvement of no toxic and expensive
catalyst.
Benzimidazole and their chalcone derivatives play a vital role in pharmaceutical research
and exhibit various pharmacological activities like antimicrobial, analgesic, an