Asymmetric Dearomatization of 3<i>H</i>-Indoles via Copper-Catalyzed Enantioselective [4 + 1] Spiroannulation with Vinyl Ethynylethylene Carbonates
We herein report a novel copper-catalyzed asymmetric dearomative [4 + 1] spirocyclization of 3<i>H</i>-indoles with vinyl ethynylethylene carbonates. This transformation proceeds through a highly chemo-, regio-, and enantioselective nucleophilic addition/intramolecular annulation cascade of a reactive copper vinylallenylidene intermediate, delivering a series of valuable spiroindolenine derivatives featuring a chiral quaternary stereocenter with excellent efficiency.
Authors
- Xuan Cheng (ORCID: https://orcid.org/0000-0002-1545-6567)
- Huijing Xiang (ORCID: https://orcid.org/0000-0002-7465-3392)
- Yu He (ORCID: https://orcid.org/0000-0001-7434-5309)
- Xingguang Li (ORCID: https://orcid.org/0000-0002-3617-1827)
- Jiaxing Guo
Institutions
- Shanghai University (CN)
- East China University of Science and Technology (CN)
- Institute of Molecular Functional Materials (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-09-12
- DOI
- https://doi.org/10.1021/acs.orglett.5c03214
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00