Graduate School of Engineering, Nagoya University , B2-3(611), Furo-cho, Chikusa, Nagoya 464-8603, Japan.
Org Lett. 2017 Oct 20;19(20):5525-5528. doi: 10.1021/acs.orglett.7b02613. Epub 2017 Sep 28.
Chlorocyclization of tryptamine derivatives has been developed with the use of a diphenyl diselenide-iodine cooperative catalyst. Various tryptamine derivatives can be smoothly converted to the corresponding C3a-chlorohexahydropyrrolo[2,3-b]indoles. Additionally, we demonstrate the formal total syntheses of (-)-psychotriasine and (-)-acetylardeemin by introducing nucleophiles to the C3a position of the products.
二苯基二硒醚-碘协同催化剂的应用开发了色胺衍生物的氯环化反应。各种色胺衍生物可以顺利地转化为相应的 C3a-氯六氢吡咯并[2,3-b]吲哚。此外，我们通过向产物的 C3a 位引入亲核试剂，实现了（-）-psychotriasine 和（-）-acetylardeemin 的形式全合成。
