微波輔助銅(Ⅰ)催化三成分串級反應合成雙取代氰基吡啶衍生物

Abstract

論文主要為兩部分。第一份部分為本篇前言，主要介紹3-氰基吡啶及其衍生物，簡要總結化學性質與在醫學、農業上類似結構的藥物應用，並透過文獻查詢關於此類化合物的合成方法與反應，闡明本篇論文的研究目標與動機。第二部分為描述利用微波反應器使3-溴-3-苯基丙烯醛、3-酮基-3-苯基丙腈及醋酸銨在碘化亞銅的催化下形成產物2,6-二苯基-3-氰基吡啶。本反應透過核磁共振（Nuclear Magnetic Resonance，NMR）檢測粗產物，僅有一個主要產物且產率高達92 %，且分別對3-溴-3-苯基丙烯醛、3-酮基-3-苯基丙腈不同的官能基進行取代做反應性測試，也都有獲得預期的3-氰基吡啶衍生物，說明本反應條件對官能基的耐受性，未來可應用於更多合成策略中。The thesis is divided into two parts. The first one is introductory part. This mainly introduces 3-cyanopyridine and its derivatives, briefly summarizes the synthetic applications and medicinal properties of the compounds that possess similar structures. Further described about the literature survey on the synthesis methods and reactions of these compounds. The chapter concludes with the goals and motivations of research topic.The second part describes the synthesis of 2,6-aryl-3-cyanopyridine derivatives via copper catalyzed one-pot three component reaction of 3-bromo-3-phenylacrylaldehyde, 3-oxo-3-phenylpropanenitrile and ammonium acetate under microwave irradiation. The different functional groups of on 3-oxo-3-phenylpropanenitrile as well as 3-bromo-3-phenylacrylaldehydes were tested and the expected 3-cyanopyridine derivatives were obtained in high yields and all the reactions were clean.