School of Chemical Sciences, University of Auckland , 23 Symonds Street, Auckland, New Zealand.
Org Lett. 2015 Mar 6;17(5):1344-6. doi: 10.1021/acs.orglett.5b00300. Epub 2015 Feb 20.
Biomimetic synthesis of the bisindole natural product dendridine A is reported. Although attempts to install the hindered biaryl bond by oxidative phenolic coupling of the 7-hydroxytryptamine 6 gave the undesired ortho-ortho product, a Scholl-type oxidative coupling of the 7-isopropoxytryptamine 9 with molybdenum pentachloride proceeded through the desired para-para pathway, installing the entire carbon framework of dendridine A.
本文报道了双吲哚天然产物 dendridine A 的仿生合成。尽管尝试通过 7-羟基色胺 6 的氧化酚偶联来安装受阻的联苯键,但得到了不期望的邻-邻产物,而 7-异丙氧基色胺 9 与五氯化钼的 Scholl 型氧化偶联则通过所需的对-对途径进行,从而安装了 dendridine A 的整个碳骨架。