1.三氯化鐵輔佐之環化反應：多氫吲哚與雙環[2.2.2]辛-2-烯衍生物的合成 2.金(I)催化3-(3-苯基丙炔胺基)環己-2-烯-1-酮的環化反應：二氫喹啉酮衍生物的合成

Abstract

研究主要分成三個部份，第一個部份是利用三氯化鐵輔佐反式4-(3- 芳香基丙炔(對甲苯磺醯基)胺基)環己-2-烯-1-醇進行環化反應，在室溫、空 氣下進行反應得到氯化多氫吲哚衍生物。第二部分是以三氯化鐵輔佐4-(3- 芳香基丙炔基)環己-2-烯-1-醇行環化反應得到氯化雙環[2.2.2]辛烯衍生物， 此環化反應中，三氯化鐵同時當作路易士酸和氯離子的來源。第三部分利 用金(I)催化3-(3-苯基丙炔胺基)環己-2-烯-1-酮行6-endo-dig 環化反應得到 二氫喹啉酮結構。There are three parts in this study. The first work is the simple and efficient FeCl3-promoted cyclization/chlorination of trans 4-(3-arylpropargyl tosyl-amino)cyclohex-2-en-1-ols. The reaction proceeded at room temperature in air to afford multi-hydroindoles. Second part of this thesis describes the synthesis of bicyclo[2.2.2]oct-2-ene from 4-(3-arylpropargyl)cyclohex-2-en-1- ols using FeCl3. In this reaction, FeCl3 reacts as both Lewis acid and the chloride source for the cyclization/chlorination. Finally, a method to construct the dihydroquinolinone skeleton from 3-(3-phenylpropargylamino)cyclohex- 2-en-1-ones by a Au(I)-catalyzed 6-endo-dig cycloisomerization was developed.