Sc(OTf) <sub>3</sub> -Catalyzed (3 + 3) Annulation of Quinoxaline-2(1 <i>H</i> )-thiones and Donor–Acceptor Cyclopropanes
The Sc(OTf)<sub>3</sub>-catalyzed (3 + 3) annulation of quinoxaline-2(1<i>H</i>)-thiones and donor-acceptor cyclopropanes was achieved in the presence of DBU under air to give functionalized 2,3-dihydro-4<i>H</i>-thiopyrano[2,3-<i>b</i>]quinoxaline derivatives in moderate to high yields. The annulation includes tandem nucleophilic ring opening, nucleophilic addition, and radical oxidative aromatization. It provides not only a new (3 + 3) annulation strategy but also a new synthetic method for fused tricyclic quinoxaline derivatives.
Authors
- Jiajing Tan
- Qi Sun (ORCID: https://orcid.org/0000-0001-6140-2204)
- Jiaxi Xu (ORCID: https://orcid.org/0009-0003-7613-4101)
- Quanyu Ma
- Ningning Li (ORCID: https://orcid.org/0000-0002-1057-1750)
Institutions
- Beijing University of Chemical Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-12-22
- DOI
- https://doi.org/10.1021/acs.joc.5c01673
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00