本論文共分成兩部份:
利用 (η5-1,3-環庚雙烯)三羰鐵陽離子錯鹽,與親核試劑sodium dimethylmalonate反應,所得三羰鐵錯合物經CAN氧化去三羰鐵後,得到C-5位置帶有雙酯官能基之1,3-環形雙烯化合物。將帶雙酯官能基之1,3-環形雙烯化合物在鹼性條件下與3-溴丙炔反應,可得C-5位置帶有雙酯官能基之1,3-環庚雙烯炔之衍生物。利用Sonogashira反應得到不同的芳香炔雙烯化合物,以金陽離子催化帶有芳香炔的雙烯進行分子內環化異構化反應,得到芳香環進行親核性加成的單一位向選擇性非鏡像異構物。
利用 (η5-1,3-環己雙烯)三羰鐵陽離子錯鹽,與sodium 2,2-diphenylacetonitrile親核試劑反應,所得三羰鐵錯合物經CAN氧化去三羰鐵後,得到C-5位置帶有雙苯基之1,3-環形雙烯氰化合物。將帶雙苯基之1,3-環形雙烯氰化合物經氫化鋁鋰(LAH)還原後,在鹼性條件下與磺醯氯化合物反應,可得C-5位置帶有雙苯基苯磺酸胺之1,3-環己雙烯化合物。以金陽離子催化帶雙苯基共軛雙烯苯磺酸胺化合物,得到單一位向選擇性的吲哚衍生物。
The addition of sodium dimethylmalonate to (η5-cyclohepta-1,3-diene)Fe(CO)3 cation followed by decomplexation with cerium ammonium nitrate (CAN) produced the C-5 diester substituted cyclic 1,3-dienes. The resulting diester dienes was treated with propagyl bromide in basic condition to generate 5-(1,1,-diester-3-alkynyl)cyclohepta-1,3-diene derivatives followed the Sonogashira method produced cyclohepta-1,3-diene bearing a terminal phenyl alkyne produce tetracyclic compounds. Gold(I) catalyzed intramolecular cyclization of cyclohepta-1,3-diene bearing a terminal phenyl alkyne produce tetracyclic compounds.
The addition of sodium 2,2-diphenylacetonitrile to (η5-cyclohexa-1,3-diene)Fe(CO)3 cation followed by decomplexation with cerium ammonium nitrate (CAN) proceduced the C-5 diphenylacetonitrile substituted cyclic 1,3-dienes. The resulting diphenylacetonitrile dienes was treated with lithium aluminium hydride, followed by addition of benzenesulfonyl chloride under basic condition to generate N-(2-(cyclohexa-2,4-dienyl)-2,2-diphenylethyl)
benzenesulfonamide derivatives. Gold(I) catalyzed intramolecular cyclization of cyclohexa-1,3-diene bearing a benzenesulfonamide produced indole compounds.
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