Department of Chemistry, University of California, Berkeley, California 94720, USA.
Org Lett. 2012 Oct 19;14(20):5350-3. doi: 10.1021/ol302535r. Epub 2012 Sep 28.
An effective synthesis of the pentacyclic core of the unusual Kopsia alkaloid arboflorine is reported. The success of the synthetic route rested on the use of a borylative C-H functionalization reaction, a convergent Suzuki cross-coupling to a C(2) halogenated indole, and an unprecedented transannular dehydrogenative C-N bond forming reaction.
报道了一种有效的方法来合成不寻常的黄皮酰胺类生物碱 arboflorine 的五环核心。合成路线的成功依赖于使用硼化 C-H 官能团化反应、一个收敛的 Suzuki 交叉偶联到 C(2)卤代吲哚,以及一个前所未有的跨环脱氢 C-N 键形成反应。