Cui Hai-Lei, Liu Si-Wei, Xiao Xue
Laboratory of Asymmetric Synthesis, Chongqing University of Arts and Sciences, 319 Honghe Avenue, Yongchuan, Chongqing 402160, China.
Tonichem Pharmaceutical Technology Company, Ltd., Huizhou 516008, P. R. China.
J Org Chem. 2020 Dec 4;85(23):15382-15395. doi: 10.1021/acs.joc.0c02188. Epub 2020 Oct 30.
We have developed a convenient synthesis of tetrahydroindolizino[8,7-]indole derivatives via intramolecular dearomatization of indole. Highly functionalized tetrahydroindolizinoindoles can be prepared in the presence of trifluoromethanesulfonic acid in good to excellent yields (up to >99% yield) with novel designed pyrrole-tethered indoles. The same products can also be synthesized through a mild Fe(OTf)-catalyzed process in acceptable to good yields (up to 75% yield).
我们通过吲哚的分子内去芳构化反应，开发了一种简便的四氢吲哚并[8,7-]吲哚衍生物的合成方法。在三氟甲磺酸存在下，使用新设计的吡咯连接的吲哚，可以以良好至优异的产率（高达>99%产率）制备高度官能化的四氢吲哚并吲哚。同样的产物也可以通过温和的铁（三氟甲磺酸盐）催化过程，以可接受至良好的产率（高达75%产率）合成。
