Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Dadri, Chithera, Gautam Budh Nagar, Uttar Pradesh 201314, India.
Department of Chemistry, SRM University AP, Neerukonda, Andhra Pradesh 522502, India.
Org Lett. 2020 Jun 5;22(11):4537-4541. doi: 10.1021/acs.orglett.0c01559. Epub 2020 May 26.
We report a novel blue LED mediated intramolecular C-H functionalization of tryptamine derivatives to generate azepino[4, 5-b]indoles () in moderate to good yields. By altering the substitution at the tryptamine nitrogen, intramolecular cyclopropanation is achieved in high yields under the same reactions condition to provide natural product inspired polycyclic indoles (), which are further transformed to spiropiperidino ( and ) indoles in decent yields. The mechanism of formation of the compounds was investigated through DFT studies.
我们报道了一种新型的蓝光介导的色胺衍生物的分子内 C-H 官能化反应，以中等至良好的收率生成氮杂[4,5-b]吲哚（）。通过改变色胺氮上的取代基，在相同的反应条件下，通过分子内环丙烷化反应以高产率得到受天然产物启发的多环吲哚（），这些产物进一步以相当好的收率转化为螺哌啶基（和）吲哚。通过 DFT 研究探讨了化合物的形成机制。
