Mondal Avijit, Sharma Rahul, Dutta Bishal, Pal Debjyoti, Srimani Dipankar
Department of Chemistry, Indian Institute of Technology-Guwahati, Kamrup, Assam 781039, India.
J Org Chem. 2022 Mar 18;87(6):3989-4000. doi: 10.1021/acs.joc.1c02702. Epub 2022 Mar 8.
Herein, we demonstrated Mn-catalyzed selective C-3 functionalization of indoles with alcohols. The developed catalyst can also furnish bis(indolyl)methanes from the same set of substrates under slightly modified reaction conditions. Mechanistic studies reveal that the C-3 functionalization of indoles is going via a borrowing hydrogen pathway. To highlight the practical utility, a diverse range of substrates including nine structurally important drug molecules are synthesized. Furthermore, we also introduced a one-pot cascade strategy for synthesizing C-3 functionalized indoles directly from 2-aminophenyl ethanol and alcohol.
在此，我们展示了锰催化吲哚与醇的选择性C-3官能化反应。在稍微改变的反应条件下，所开发的催化剂还能从同一组底物中制备双（吲哚基）甲烷。机理研究表明，吲哚的C-3官能化反应是通过借氢途径进行的。为突出其实用性，合成了包括9种结构重要的药物分子在内的多种底物。此外，我们还引入了一种一锅串联策略，可直接从2-氨基苯乙醇和醇合成C-3官能化吲哚。
