铱催化氧化吲哚的合成及钳型环铂有机化合物在含硫氨基酸识别中的应用
发布时间：2018-11-10 16:09
【摘要】：氧化吲哚衍生物拥有重要的生物活性或药用价值,因此,如何快速高效地合成氧化吲哚衍生物引起了合成化学家的重视。在过渡金属的作用下,基于导向基团诱导的高选择性C-H键的直接官能团化反应具有良好的化学和区域选择性、原子以及反应步骤经济性。我们利用胺基作为导向基团,实现了吲哚2-位的碳氢键的直接转化,高效合成了氧化吲哚衍生物。另一方面,含硫氨基酸在生物体内重要的作用,高效识别含硫氨基酸一直都是热门研究领域,我们利用钳形环铂化合物拥有的自组装和荧光发射的性质,实现了对含硫氨基酸的可视识别。本论文第一章介绍合成氧化吲哚的研究现状,从钯催化、铜催化、其它金属催化方面论述氧化吲哚的合成方法;同时,列举了硫醇荧光探针的发展现状,介绍了基于硫醇对迈克尔受体的加成反应、硫醇和醛的成环反应、硫醇参与的过硫键断裂反应、硫醇与金属络合反应来设计的荧光探针。论文第二章发展了吲哚乙烯胺类化合物在铱(~Ⅲ)和过氧化氢异丙苯的作用下的催化氧化反应,高选择性地实现了吲哚2-位的碳氢键官能团化,高效合成3-烯基-2-氧化吲哚衍生物。基于初步的反应机理研究,提出了可能的反应机理。论文第三章研究了钳型环铂配合物的凝聚性能和选择性对含硫氨基酸的响应性能,实现了对含硫氨基酸的可视识别。合成了一系列具有新型结构的钳型环铂配合物,并经过了充分的表征。
[Abstract]:Oxyindole derivatives have important biological activity or medicinal value, so how to synthesize them quickly and efficiently has attracted the attention of synthetic chemists. Under the action of transition metal, the direct functionalization of C-H bond with high selectivity induced by guided group has good chemical and regional selectivity, atom and step economy. The direct conversion of the indole-2-site hydrocarbon bond was realized by using the amino group as the guiding group, and the oxindole-derivative was synthesized efficiently. On the other hand, the important role of sulfur-containing amino acids in organisms, the efficient identification of sulfur-containing amino acids has been a hot research field. Visual recognition of sulfur-containing amino acids was realized. In the first chapter of this paper, the research status of the synthesis of oxindoles is introduced, and the synthesis methods of oxindoles are discussed from the aspects of palladium catalysis, copper catalysis and other metal catalysis. At the same time, the development of mercaptan fluorescence probe is listed. Based on the addition reaction of mercaptan to Michael receptor, the cyclization reaction between mercaptan and aldehydes, and the hypersulfur bond breaking reaction in which mercaptan is involved, A fluorescent probe designed by the complexation of mercaptan with metal. In chapter 2, the catalytic oxidation of indole ethylamine compounds under the action of iridium (鈪，
本文编号：2322916
[Abstract]:Oxyindole derivatives have important biological activity or medicinal value, so how to synthesize them quickly and efficiently has attracted the attention of synthetic chemists. Under the action of transition metal, the direct functionalization of C-H bond with high selectivity induced by guided group has good chemical and regional selectivity, atom and step economy. The direct conversion of the indole-2-site hydrocarbon bond was realized by using the amino group as the guiding group, and the oxindole-derivative was synthesized efficiently. On the other hand, the important role of sulfur-containing amino acids in organisms, the efficient identification of sulfur-containing amino acids has been a hot research field. Visual recognition of sulfur-containing amino acids was realized. In the first chapter of this paper, the research status of the synthesis of oxindoles is introduced, and the synthesis methods of oxindoles are discussed from the aspects of palladium catalysis, copper catalysis and other metal catalysis. At the same time, the development of mercaptan fluorescence probe is listed. Based on the addition reaction of mercaptan to Michael receptor, the cyclization reaction between mercaptan and aldehydes, and the hypersulfur bond breaking reaction in which mercaptan is involved, A fluorescent probe designed by the complexation of mercaptan with metal. In chapter 2, the catalytic oxidation of indole ethylamine compounds under the action of iridium (鈪，
本文编号：2322916
本文链接：https://www.wllwen.com/kejilunwen/huaxue/2322916.html
教材专著
