三鹵化鐵輔佐環形2-烯-6-炔醇的分子內環化反應—雙環[2.2.2]辛-2-烯及雙環[2.2.1]庚-2-烯衍生物的合成
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2015
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Abstract
本文主要利用三鹵化鐵輔佐環形的2,6-烯炔-1-醇化合物行分子內環化反應，得到鹵化的橋形雙環化合物。以三氯化鐵或三溴化鐵當路易士酸及鹵陰離子的來源，在室溫、大氣下，利用簡單的步驟進行4-（3-芳香基丙炔基）環己-2-烯醇及4-（3-芳香基丙炔基）環戊-2-烯醇環化反應，短時間內，分別得到高產率及高選擇性的（E）-5-鹵亞甲基雙環[2.2.2]辛-2-烯與（E）-5-鹵亞甲基雙環[2.2.1]庚-2-烯衍生物。
Iron-halide-promoted carbohalogenation of cyclic 2,6-enynols to provide the halogen-containing bridge bicyclic compounds has been investigated. In this process, iron trichloride and iron tribromide act as both the Lewis acid and the halide source for the intramolecular carbohalogenation of the enynols, affording (E)-5-aryl(halo)-methylenebicyclo[2.2.2]oct-2-enes and (E)-5-aryl(halo)methyl-enebicyclo[2.2.1]hept-2-enes in good yields with high selectivities.
Iron-halide-promoted carbohalogenation of cyclic 2,6-enynols to provide the halogen-containing bridge bicyclic compounds has been investigated. In this process, iron trichloride and iron tribromide act as both the Lewis acid and the halide source for the intramolecular carbohalogenation of the enynols, affording (E)-5-aryl(halo)-methylenebicyclo[2.2.2]oct-2-enes and (E)-5-aryl(halo)methyl-enebicyclo[2.2.1]hept-2-enes in good yields with high selectivities.
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烯炔醇化合物, 分子內環化, 三氯化鐵, 三溴化鐵, 雙環[2.2.2]化合物, 雙環[2.2.1]化合物, carbohalogenation, 2, 6-enynol, iron trichloride, iron tribromide, bicyclo [2.2.2] compounds, bicyclo [2.2.1] compounds