异腈参与的C-H官能化反应—银催化咪唑类化合物的合成研究

发布时间：2018-03-02 15:39

本文选题：C-H官能化　切入点：异腈　出处：《东北师范大学》2016年硕士论文　论文类型：学位论文

【摘要】：C-H键的官能化是有机合成中的重要内容,也被认为是最简单、高效的有机合成方法之一。由于C-H键广泛地存在于各种天然分子和有机分子中,C-H键的官能化反应已经成为构筑碳碳键和碳杂键的有效方法。总的来说,C-H键官能化反应可以有效地缩减反应步骤,减少废物的产生,为有机合成反应提供了一种既高效又经济的合成策略。这一领域的研究有着悠久的历史,并且经久不衰,一直是广大科学工作者研究的重点内容。异腈作为一种重要的有机合成子,广泛地用于合成含氮化合物。常见的异腈参与的反应大多为多组分反应,例如Passerini反应、Ugi反应等。近年来,异腈参与的C-H键官能化领域迅速发展,并且取得了很多重要的进展。通过异腈参与的C-H键官能化反应,合成了一系列含氮化合物,如亚胺、酰胺、吡咯、吲哚、喹啉类化合物。本文对这一领域进行了详细地介绍。咪唑类化合物是一类非常重要的杂环化合物,在有机合成中有着重要的应用,是组成很多天然产物的重要结构单元。一方面,合成咪唑的方法被广泛地报道。另一方面,特定取代的咪唑,尤其是1,4-二取代咪唑的合成目前研究较少。我们课题组一直致力于银催化的反应研究。最近,我们在研究银催化异腈的化学反应过程中,取得了重要进展,利用银催化剂实现了1,3-二羰基化合物和异腈的交叉偶联反应。随后,我们有利用银催化实现两种不同异腈的交叉偶联反应。从对甲苯磺酰甲基异腈出发,在碳酸银催化下,实现了芳基异腈的交叉偶联环加成反应,高产率地得到了1,4-二取代咪唑衍生物。本文对这一部分也进行了详细的介绍。
[Abstract]:Functionalization of C-H bond is an important content in organic synthesis, is also considered the most simple, one of the organic synthesis method with high efficiency. The C-H bond is widely used in all kinds of natural molecules and organic molecules, functionalization of C-H bond has become an effective way to build a carbon carbon bond and carbon heteroatom bond. For the C-H bond functionalization reactions can effectively reduce reaction steps, reduce waste generation, provides an efficient and economical synthesis strategy for organic synthesis reaction. The research in this field has a long history, and enduring, has been the focus of extensive content scientific research workers. ISO nitrile as a kind of important organic synthesis, widely used in the synthesis of nitrogen-containing compounds. Common isonitrile reaction mostly for multicomponent reactions, such as Passerini reaction, Ugi reaction and so on. In recent years, the C-H bond functionalization of isonitrile in field The rapid development and made great progress. Through the C-H bond functionalization reaction isocyanide, synthesized a series of nitrogen-containing compounds, such as imines, amides, pyrrole, indole, quinoline compounds. In this paper, a detailed introduction of this field. Imidazole compounds is a very important class of heterocyclic compounds that has important applications in organic synthesis, is an important structural unit of many natural products. On the one hand, the method of synthesis of imidazole was widely reported. On the other hand, specific substituted imidazole, especially 1,4- two substituted imidazole synthesis. There is less research on reaction of our group has been committed to the silver catalyst. Recently, we study the chemical reaction in silver catalytic isocyanide process, has made important progress, realizes the cross coupling reaction of 1,3- two carbonyl compounds and isocyanide using silver catalyst. Then, our advantage Two different isocyanide cross coupling reaction catalyzed by silver. Starting from p-toluenesulfonylmethyl isocyanide, in silver carbonate catalyzed by the cross coupling of aryl isocyanide cycloaddition reaction, high yield has been substituted imidazole derivatives of 1,4- two. This paper also gives a detailed introduction to the a part of.

【学位授予单位】：东北师范大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O621.251

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