合成氮杂环化合物和芴酮的接力催化反应研究

发布时间：2018-04-18 00:17

本文选题：接力催化 + 氮杂环丁烷　；参考：《兰州大学》2017年硕士论文

【摘要】：本论文主要分为以下三章:第一章,在多步合成有价值的目标分子时,高效性和环境可持续性是必须仔细考虑的两个问题。一锅法的连续反应就是一种非常高效的方法,根据催化模式可以分为共催化、接力催化、连续催化三种类型。一锅式操作的串联反应、多组分反应在自然界和化学研究中都具有重要意义,这种符合绿色化学理念的转化策略已经得到广泛运用。接力催化作为一锅法连续反应催化策略中重要的一部分已经成为合成化学家的一个重要工具。因此,发挥各种类型催化剂的特点发展新的接力催化反应是非常有必要的。本章主要介绍接力催化模式在有机合成中的应用,对最近几年使用金属-金属、金属-有机、有机-有机等接力催化体系的例子进行了简要综述。第二章,基于接力催化的策略,我们发展了从D-A环丙烷和芳胺出发合成氮杂环丁烷化合物的形式[3+1]环化反应。该串联反应包括路易斯酸催化的D-A环丙烷开环反应,亚碘酸(或次碘酸)催化的C-N键生成反应。对于一些富电子芳基取代的环丙烷,产生的氮杂环丁烷会再发生重排反应可以得到四氢喹啉衍生物。此反应提供了一种简便的方法合成有重要生物活性的两种氮杂环化合物。第三章,利用瞬态导向的金属催化C-H官能团化策略,我们发展了钯接力催化C(sp2)-H官能团化的串联反应,从简单的苯甲醛和芳基碘直接合成取代芴酮。该反应过程包括两次C-H官能团化:苯甲醛邻位C(sp2)-H芳基化和氧化Heck反应。
[Abstract]:This paper is divided into the following three chapters: chapter 1, in the multi-step synthesis of valuable target molecules, efficiency and environmental sustainability must be carefully considered two issues.One pot continuous reaction is a very efficient method. According to the catalytic mode, it can be divided into three types: co-catalysis, relay catalysis and continuous catalysis.The series reaction and multicomponent reaction in one pot operation are of great significance in both natural and chemical research. This transformation strategy, which accords with the concept of green chemistry, has been widely used.As an important part of one-pot continuous reaction catalysis, relay catalysis has become an important tool for synthetic chemists.Therefore, it is very necessary to develop new relay catalytic reaction by giving full play to the characteristics of various types of catalysts.In this chapter, the application of relay catalysis mode in organic synthesis is introduced. The examples of metal-metal, metal-organic and organic-organic relay-catalytic systems in recent years are briefly reviewed.In chapter 2, based on the strategy of relay catalysis, we developed the form of [31] cyclization from D-A cyclopropane and aromatic amines.The series reaction includes the ring opening reaction of D-A cyclopropane catalyzed by Lewis acid and the C-N bond formation catalyzed by iodate (or hypoiodate).For some electron-rich aryl substituted cyclopropane, tetrahydroquinoline derivatives can be obtained by rearrangement of the resulting aza-butane.This reaction provides a simple method for the synthesis of two nitrogen heterocyclic compounds with important biological activities.In chapter 3, using the transiently oriented metal-catalyzed C-H functionalization strategy, we developed a series reaction of C(sp2)-H functionalization catalyzed by palladium relay, and directly synthesized substituted fluorenone from simple benzaldehyde and aryl iodine.The reaction process consists of two C-H functional groups: benzaldehyde ortho C(sp2)-H arylation and oxidation of Heck reaction.
【学位授予单位】：兰州大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O626;O625.42

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