可见光催化的苄位sp~3 C-H键官能化反应研究

发布时间：2018-03-30 01:21

本文选题：可见光催化　切入点：苄位sp~3　出处：《苏州大学》2016年硕士论文

【摘要】：苄溴类化合物是一种在药物化学和农药化学合成中都十分常用的中间体。有机合成化学中,溴代化合物常用作碳正离子、碳负离子、碳自由基以及金属有机化合物的前体,在合成中有十分广泛的应用。因此将溴原子引入有机分子中的反应具有十分重要的意义。本文主要利用可见光催化苄位C-H官能化发生溴代反应并进一步实现胺化或者开环反应。本文主要分为三个部分:第一章,综述了可见光催化的N-a-sp~3 C-H键,O-a-ap3 C-H键以及非活化的CH键官能化反应的研究进展。第二章,利用可见光催化实现非活化的苄位C-H官能化。乙苯衍生物在可见光条件下可以转化为苄溴或者进一步通过一锅法的方式合成苄胺类化合物。这个反应为C-H键到C-X键的转化提供了一种新的反应途径。第三章,可见光催化缩醛和2-苯基恶唑烷的开环反应。该反应体系经过苄位溴代的中间体,使苯甲醛的环状缩醛和2-苯基恶唑烷发生开环反应。
[Abstract]:Benzyl bromide compounds are intermediates commonly used in both pharmaceutical chemistry and chemical synthesis of pesticides. In organic synthesis, brominated compounds are often used as precursors of carbon positive ions, carbon negative ions, carbon free radicals, and organometallic compounds. Therefore, the introduction of bromine atoms into organic molecules is of great significance. In this paper, we mainly use visible light to catalyze the bromination of benzyl C-H functionalization and further amination. Or ring-opening reaction. This paper is divided into three parts: chapter one, In this paper, the progress of visible light-catalyzed N-a-sp~3 C-H bond O-a-ap3C-H bond and non-activated Ch bond functionalization reaction are reviewed. Non-activated benzyl C-H functionalization is achieved by visible light catalysis. Ethylbenzene derivatives can be converted to benzyl bromide under visible light condition or further synthesized by one-pot method. This reaction is C-H bond to C-X. The conversion of bonds provides a new way of reaction. The ring opening reaction of acetal and 2-phenyloxazolane was catalyzed by visible light. The ring opening reaction of benzaldehyde cyclic acetal and 2-phenyloxazolane took place through the intermediate of benzyl bromination.
【学位授予单位】：苏州大学
【学位级别】：硕士
【学位授予年份】：2016
【分类号】：O643.36;O621.251

【相似文献】