壹、以水為媒介透過銅金屬催化2-碘苯甲酸、1,3-茚滿二酮及胺類一鍋化綠色合成茚並異喹啉衍生物 貳、透過2-碘苯磺醯胺及1,3-茚滿二酮衍生物以二價銅金屬催化一鍋化合成茚並磺內醯胺

Abstract

本論文共分為兩個章節，每章節各自獨立，包含前言、研究目標、實驗結果與討論以及結論。 第一章節探討茚並異喹啉的綠色合成方法，以2-碘苯甲酸與茚滿二酮為起始物，在水中以銅金屬催化反應，再加入酸及胺類環化得到茚並異喹啉衍生物，並探討其可能的反應機構途徑。 第二章節為茚並磺內醯胺的合成，以2-碘苯磺醯胺與茚滿二酮為起始物，在乙腈中銅金屬催化反應後，再加入酸環化得到茚並磺內醯胺衍生物。期望能以2-鹵苯磺酸與茚滿二酮為起始物，在反應過程中加入胺類及酸以一鍋化合成茚並磺內醯胺，減少合成步驟並提升原子效益。The content of the thesis is divided into two chapters, each chapter individually including preface, research goal, results and discussions, and conclusion. Chapter I discuss about the green synthesis method of indenoisoquinolines. Using 2-iodobenzoic acids and 1,3-indandiones as starting materials, which were transformed into indenoisoquinoline derivatives after adding acid and amines by copper-catalyzed cyclization in water. Then discussing what the possible reaction mechism of this synthesis should go through. Chapter II is the synthesis of indenosultams. Using 2-iodobenzenesulfonamides and 1,3-indandiones as starting materials , which were transformed into indenosultam derivatives after adding acid by copper-catalyzed cyclization in acetonitrile. We replaced 2-iodobenzenesulfonamides with 2-halobenzenesulfonic acids as starting materials, after coupling with 1,3-indandione in water, the amine derivatives could be inserted and cyclized to afford the desired indenosultams. This one-pot water-mediated synthesis can save synthetic steps and improve atom efficiency.