Rhodium‐Catalyzed (3+3) Cascade Cyclization of Diazobarbiturates with 2<i>H</i>‐Azirines for the Diastereoselective Construction of Spirooxazinopyrimidinediones
Under the catalysis of Rh 2 (esp) 2 (10 mol%) and BINAP (20 mol%) in 1,2‐dichloroethane at 80 °C, a (3+3) cascade cyclization between diazobarbiturates and 2 H ‐azirines proceeds smoothly, yielding spirooxazinopyrimidinediones in 24–92% yield with >20:1 diastereoselectivity. The chemical structure of one compound has been confirmed by X‐ray diffraction analysis, and the others are suggested by inference.
Authors
- Yue Zhang (ORCID: https://orcid.org/0000-0002-8173-9696)
- Jintao Li (ORCID: https://orcid.org/0000-0001-5792-4851)
- Zhiyu Wang (ORCID: https://orcid.org/0000-0001-9352-0504)
- Kuo Wang (ORCID: https://orcid.org/0000-0001-9537-0167)
Institutions
- Beijing University of Technology (CN)
- Beijing University of Chemical Technology (CN)
- University of Science and Technology Beijing (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2025-06-24
- DOI
- https://doi.org/10.1002/ejoc.202500551
- Citations
- 1
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Beijing Municipal Commission of Education
- Natural Science Foundation of Tianjin Municipal Science and Technology Commission