壹、利用Baylis-Hillman反應產物來合成3-烷基硫基與3-烷基碸基喹啉之衍生物. 貳、利用Baylis-Hillman反應產物製備吲哚基喹啉衍生物之研究.

Abstract

本論文主要分為兩個部分，第一部分介紹屬於一鍋化而簡易的合成方式來合成3-烷基硫基喹啉以及其衍生物。起始步驟為使用硫醇化物進行共軛加成至Baylis-Hillman alcohols，所形成的中間物加入鐵粉和醋酸溶液之後，可以進行還原和環化作用，並可得到中高產率的 3-烷基硫基喹啉和其衍生物，然後將3-烷基硫基喹啉和其衍生物藉由氧化反應，可以順利合成出3-烷基碸基喹啉和其衍生物。

第二部分是敘述合成吲哚基喹啉和其衍生物的方法。此反應為使用碘催化吲哚與Baylis-Hillman alcohols進行反應，然後將所形成的產物在鐵粉和醋酸溶液的作用下，可以進行還原和環化作用，並得到中高產率的吲哚基喹啉和其衍生物。The current study is discussed in the following two chapters. Chapter one illustrates a convenient procedure for the one-pot synthesis of C3-alkylthioquinoline and their derivatives.The initial step involves conjugate addition of thiols to Baylis-Hillman alcohols and than the intermediate compound was treaded with iron and acetic acid by reductive cyclization. It can produce the corresponding products in moderate to good yields. The C3-alkylthioquinoline and their derivatives were transformed to C3-alkylsulfonyl quinoline and their derivatives via oxidation.

Chapter two illustrates a method for the synthesis of indolyquinoline and their derivatives. The simple procedure involves indoles to Baylis-Hillman alcohols in the presence of iodine. In the next step, these compounds was subjected to reductive cyclization in the presence of iron and acetic acid to access indolyquinolines in good yields.