利用微波催化將雙苯基丙炔酮合成吡唑及萘並呋喃衍生物之合成方法

Abstract

本論文主要分為三個部分，第一部份介紹屬於一鍋化且簡易的合成方式來合成吡唑衍生物，起始步驟使用嗎啉進行麥可加成至雙苯基丙炔酮，再加入苯胼試劑，於酸性環境進行合環反應形成吡唑衍生物，最後使用微波催化使反應時間縮短，得到多種吡唑衍生物。 第二部分則是使用水上條件進行吡唑衍生物的合成，在微波催化下以150 oC的高溫在短間內完成吡唑衍生物的合成 。 第三部分是敘述萘並呋喃的合成，首先將雙苯基丙炔酮及2-萘酚以路易士酸合成起始物，再以鹼性試劑及銅(II)試劑進行合環反應以得到萘並呋喃之產物。 關鍵字: 雙苯基丙炔酮、吡唑、萘並呋喃、微波催化、一鍋化。

This thesis is divided into three chapters. The first Chapter illustrates a convenient procedure for the one-pot synthesis of pyrazole derivatives. In this strategy, the initial step is the Michael addition of morpholine to 1,3-diphenylprop-2-yn-1-one to form an intermediate, and followed by the cycloaddition with phenylhydrazine under acidic condition. Here, we disclosed the reaction in traditional heating as well as microwave heating method. Chapter two, discribes the method for the synthesis of pyrazole under “on water” condition, supported by microwave heating method under 150 oC. Chapter three deals with the synthesis of naphthofuran derivatives. This reaction involves two steps. In the first step, the reaction of of 1,3-diphenylprop-2-yn-1-one and 2- naphthol catalyzed by Lewis acid. And the the second step is the intramolecular cycloaddition catalyzed by base and copper(II) reagents to afford naphthofuran derivatives in good yields. Keywords: 1,3-diphenylprop-2-yn-1-one、pyrazole、naphothofuran、Microwave-mediated、one-pot synthesis.