1,2,3-三唑的合成方法研究
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摘要
经过大量研究发现,1,2,3-三唑化合物是杂环化合物中非常重要的一类五元含氮杂环化合物。它们具有各种各样的药物活性,如抗肿瘤、抗过敏、抗HIV病毒等活性。除此之外,它们在有机合成化学、药物化学、生命科学和材料化学等领域具有十分广泛的应用。本文主要是详细概述对1,2,3-三唑的合成方法研究和探讨。由以下两部分组成:
     第一章根据取代基的位置不同,对1,2,3-三唑化合物进行归纳分类并对它们的合成方法进行详细概述。因为其独特的结构和药物活性,1,2,3-三唑受到了生物学家、化学家和药物学家的广泛重视。到目前为止,含1,2,3-三唑环结构的化合物从天然产物中分离得到相关的报道还没有,但是大量的1,2,3-三唑环合成方法已经得到发现。本文对其不同的人工合成方法进行了归纳和总结。
     第二章近年来,N-2取代的1,2,3-三唑化合物的合成方法相对较少,且其合成方法以多组分反应最为常见,其在有机合成中具有很大的挑战性。通过Sonogashira反应和多组分反应原理研究,我们设计利用酰氯、末端炔、叠氮钠和卤代芳烃先后发生Sonogashira反应、1,3-偶极环化加成反应和亲核取代反应,一锅两步简便、高效地选择性合成2,4,5-取代-1,2,3-三唑化合物。这是一个四组份反应体系,该反应方法操作简单、合成高效、产物选择性高。
The thesis consists of two chapters.
     In the first chapter, base on positions of the substituted group, we review the synthesis of1,2,3-triazoles. Because of its unique structure and drug activity,1,2,3-triazoles attracted the extensive attention of the biologists, chemists and pharmacologist. So far, they have not been isolated from natural products, but a large number of synthesis method of1,2,3-triazoles has been found and developed. In this paper, we will summarize and review the different artificial synthesis.
     In the second chapter, An efficient one-pot two-step reaction of acid chlorides, terminal acetylenes, sodium azide and aryl halides is developed for regioselectively synthesis of2,4,5-trisubstituted1,2,3-triazoles. The method is general, convenient, eco-friendly and atom-economical, which could provide excellent yields and regioselectivities. In this part, it is safe, efficient, convenient and environmentally benign.
引文
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