Sc(OTf)<sub>3</sub>-Catalyzed Diastereoselective Hydroxyheteroarylation of C–C σ-Bonds of Bicyclo[1.1.0]butanes with Azaheterocyclic <i>N</i>-Oxides
A mild and atom-economical reaction for the Sc(OTf)<sub>3</sub>-catalyzed 1,3-hydroxyheteroarylation of bicyclo[1.1.0]butanes (BCBs) with azaaryl <i>N</i>-oxides via an unprecedented [4π+2σ] cycloaddition/ring-opening process is described. This transformation provides a novel strategy for the highly regio- and diastereoselective preparation of azaheterocycle-tethered 1,1,3,3-tetrasubstituted cyclobutane derivatives and offers a broad substrate scope and high yields.
Authors
- Maozhong Miao (ORCID: https://orcid.org/0000-0001-6777-7189)
- Jinzhong Yao (ORCID: https://orcid.org/0000-0003-2444-7731)
- Kunlun Ding (ORCID: https://orcid.org/0000-0002-3676-3814)
- Jiang Wang (ORCID: https://orcid.org/0000-0003-1705-4905)
- Chenwei Li (ORCID: https://orcid.org/0000-0003-0343-3699)
- Jiajia Liu (ORCID: https://orcid.org/0000-0002-2718-2567)
- Jing Liu (ORCID: https://orcid.org/0000-0002-9377-1626)
Institutions
- Zhejiang Sci-Tech University (CN)
- Jiaxing University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-22
- DOI
- https://doi.org/10.1021/acs.orglett.5c00802
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Natural Science Foundation of Zhejiang Province