Strain-Release-Driven Alder–Ene Reaction of Bicyclo[1.1.0]butanes with β-Fluoroalkyl-α,β-Unsaturated Ketones
The Alder-ene reaction of the C-C bond in bicyclo[1.1.0]butanes would provide a unique and efficient synthesis route for cyclobutene frameworks. Herein, we report a regio- and diastereoselective Alder-ene reaction of bicyclo[1.1.0]butanes with β-fluoroalkyl-α,β-unsaturated ketones, giving a wide variety of cyclobutenes with two contiguous centers and diene products. The reaction features atoms and step economies and exhibits broad substrate scope. Several downstream transformations of these cyclobutenes were performed.
Authors
- Dachang Bai (ORCID: https://orcid.org/0000-0001-7342-2966)
- Hao Wu (ORCID: https://orcid.org/0000-0002-0767-4177)
- Wenjie Xu (ORCID: https://orcid.org/0009-0004-3919-6052)
- Zhiyi Zhang (ORCID: https://orcid.org/0000-0001-9118-4092)
Institutions
- Henan Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-05-19
- DOI
- https://doi.org/10.1021/acs.joc.5c00455
- Citations
- 2
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.58
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Henan Province
- Education Department of Henan Province
- Henan Postdoctoral Science Foundation
- Henan Key Laboratory of Organic Functional Molecules and Drug Innovation
- Central Plains Scholars and Scientists Studio Fund