Divergent [4+3] Annulations of β′-Acetoxy Allenoates: Access to Azepino[1,2- <i>a</i> ]indole Derivatives
In this work, the Lewis base-catalyzed divergent [4 + 3] annulation reactions of β'-acetoxy allenoates with two different indole derivatives are reported. A wide range of azepino[1,2-<i>a</i>]indole derivatives was smoothly obtained from 2-((3-formyl-1<i>H</i>-indol-2-yl)methyl)malonates by employing the DABCO catalyst. The syntheses of two regioselective diazepino[1,2-<i>a</i>]indole derivatives from 3-formyl-1<i>H</i>-indole-2-carboxamides are realized by the catalysis of DABCO and organophosphine, respectively. A series of functional group transformations can be achieved in the three 1,2-fused seven-membered indole products.
Authors
- You Huang (ORCID: https://orcid.org/0000-0002-9430-4034)
- Yannan Zhu (ORCID: https://orcid.org/0000-0003-4279-4876)
Institutions
- Nankai University (CN)
- Institute of Organic Chemistry (HU)
- Yancheng Institute of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-10-14
- DOI
- https://doi.org/10.1021/acs.joc.5c01904
- Citations
- 2
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.87