Pd/NBE-Catalyzed One-Pot Modular Synthesis of Tetrahydro-γ-carbolines
Tetrahydro-γ-carbolines are especially outstanding fused heterocyclic ring systems possessing significant biological activities in the central nervous system. Here, using commercially available NBE derivatives (NBEs), we report an efficient protocol for the one-pot modular synthesis of 4-substituted tetrahydro-γ-carbolines via Catellani/aza-Michael addition cascade from easily available 3-iodo-1-tosyl-1<i>H</i>-indole, aziridines and olefins. This approach exhibits a wide substrate scope, good yields, scalability, and potential extension toward the synthesis of Mebhydroline analogues.
Authors
- Ping Xue (ORCID: https://orcid.org/0000-0002-6699-0815)
- Junbo Gong (ORCID: https://orcid.org/0000-0002-3376-3296)
- Cuifeng Huang
- Xiaobo Wang (ORCID: https://orcid.org/0000-0003-2145-6616)
- Ying Liu (ORCID: https://orcid.org/0000-0001-6665-6975)
- Feng Li (ORCID: https://orcid.org/0000-0002-3894-6139)
- Wenlin Zhang (ORCID: https://orcid.org/0000-0001-5560-0175)
- Zhixin Zhang (ORCID: https://orcid.org/0000-0002-3457-2934)
- Helin Lu (ORCID: https://orcid.org/0009-0002-8579-7559)
Institutions
- Hubei University of Science and Technology (CN)
- Wuchang University of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-14
- DOI
- https://doi.org/10.1021/acs.joc.5c00158
- Citations
- 2
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.07
Funders
- Hubei Provincial Department of Education
- Hubei University of Science and Technology