Synthesis of 8<i>H</i>-Indolo[3,2,1-<i>de</i>]phenanthridin-8-ones via Pd(OAc)<sub>2</sub>-Catalyzed Double Oxidative Coupling Dehydrogenations
A Pd(OAc)<sub>2</sub>-catalyzed self-coupling reaction of 2-bromo-<i>N</i>-arylbenzamides has been developed under basic conditions and in the presence of benzoic acid, unexpectedly producing 8<i>H</i>-indolo[3,2,1-<i>de</i>]phenanthridin-8-ones. The protocol involves Ullmann coupling and two consecutive oxidative coupling dehydrogenation steps, providing an efficient route for the production of fused pentacyclic indolophenanthridinone scaffolds with moderate to good yields.
Authors
- Siqi Zheng (ORCID: https://orcid.org/0000-0003-0917-6646)
- Xiang‐Shan Wang (ORCID: https://orcid.org/0000-0002-0077-7819)
- Li Ye (ORCID: https://orcid.org/0000-0002-3077-802X)
- Jian‐Quan Liu (ORCID: https://orcid.org/0000-0002-5533-2075)
Institutions
- Jiangsu Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-11
- DOI
- https://doi.org/10.1021/acs.orglett.5c01472
- Primary Topic
- Alkaloids: synthesis and pharmacology
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Outstanding Youth Foundation of Jiangsu Province of China