Biomimetic synthesis of the dinaphthofuranquinone violet-quinone, utilizing oxidative dimerization with the ZrO2/O2 system
作者:Tokutaro Ogata、Iwao Okamoto、Eiichi Kotani、Tetsuya Takeya
DOI:10.1016/j.tet.2004.03.038
日期:2004.4
of violet-quinone (1), which has a dinaphthofuranquinone (DNFQ) framework, is described. This synthesis features the oxidative dimerization of 1-naphthol 4 and the construction of the DNFQ framework by photochemical ring closure of 2,2′-binaphthoquinone 7 as a key intermediate. Compound 7 was prepared by the novel oxidative dimerization of 4 with a semiconductor (such as ZrO2) in the presence of dioxygen
描述了具有二萘并呋喃醌(DNFQ)骨架的紫醌(1)的首次全合成和仿生合成。该合成的特征是1-萘酚4的氧化二聚作用和通过将2,2'-联萘醌7作为关键中间体进行光化学闭环来构建DNFQ骨架。化合物7的制备方法是:在存在双氧的情况下,用半导体(例如ZrO 2)进行新型的4氧化二聚,然后用HNO 3氧化生成的2,2'-联萘-1,1'-醌6。