Zheng Xiaojian, Lv Leiyang, Lu Shenglin, Wang Wenxiao, Li Zhiping
Department of Chemistry, Renmin University of China , Beijing 100872, China.
Org Lett. 2014 Oct 3;16(19):5156-9. doi: 10.1021/ol5025053. Epub 2014 Sep 15.
A novel and efficient method for the benzannulation of indoles to carbazoles is reported. γ-Carbonyl tert-butylperoxide is applied as a new diene building block for the π-extension of simple indoles. The synthetic utility of this method is demonstrated by concise and selective total syntheses of naturally occurring carbazole alkaloids, olivacine, and asteropusazole A.
报道了一种新颖且高效的将吲哚苯并环化生成咔唑的方法。γ-羰基叔丁基过氧化物被用作一种新型二烯结构单元,用于简单吲哚的π-扩展。通过对天然存在的咔唑生物碱橄榄绿碱和星孢唑A进行简洁且选择性的全合成,证明了该方法的合成实用性。