Centropentaindan: synthesis and some bridgehead transformations of a novel regular centropolyindan
作者:Dietmar Kuck、Andreas Schuster、Detlef Gestmann
DOI:10.1039/c39940000609
日期:——
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AlBr3催化缩合与苯反应,转化为中心六元烷2。