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将2,7-二羰烷氧基萘(2)在三氯氧磷中环化成73%不对称及27%对称的四甲基萘并二呋喃(4和5)。在盐酸作用下2环化成3,随后在乙酰乙酸乙酯/二氯甲烷中及三溴化硼作用下生成区域选择性环化产物(5)。采用荧光强度测定法发现4对小牛胸腺DNA有嵌入作用。分子模拟方法指出4与5在DNA嵌入性能上的差别主要是由它们分子平面性不同所致。
The 2,7-dicarbonylalkoxynaphthalene (2) was cyclized in phosphorus oxychloride to 73% asymmetric and 27% symmetrical tetramethylnaphthandiumbrofuran (4 and 5). The cyclization of 2 to 3 under the action of hydrochloric acid followed by the formation of a regioselective cyclization product (5) in ethyl acetoacetate / dichloromethane and boron tribromide. Fluorescence intensity assay was used to detect 4 pairs of calf thymus DNA. The molecular modeling method indicates that the difference between 4 and 5 in DNA insertion performance is mainly caused by their different molecular planarity.