The synthesis of a novel centropentacyclic hydrocarbon, centropentaindan 1, has been achieved by fourfold bromination of the readily available difuso-triindan 4 followed by AlBr3-catalysed condensation with two molecules of benzene; functionalization of the two remaining tertiary bridgehead positions of 1 gives the strained, labile dibromide 6, which has been converted into the dimethyl derivative 7, the centrohexacyclic endoperoxide 8, and, again by AlBr3-catalysed condensation with benzene, into centrohexaindan 2.
通过将易得的二茂三
茚4进行四倍
溴化,然后与两个
苯分子进行
AlBr3催化缩合,实现了新型中心五元
环烃——中心五元烷1的合成;1中剩余的两个叔桥位官能化后得到具有张力和不稳定性二
溴化物6,后者被转化为二
甲基衍
生物7、中心六元环内过
氧化物8,并通过 催化缩合与
苯反应,转化为中心六元烷2。