Asymmetric [3+2] Cycloannulation of Benzoxazinones for the Synthesis of Imidazo[5,1-<i>c</i>]oxazinones
The asymmetric catalytic [3+2] cycloannulation of benzoxazinones with isatin-derived ketimines for the efficient construction of imidazo[5,1-<i>c</i>]oxazinones has been developed, which realized the first asymmetric reaction of benzoxazinones with excellent stereoselectivities. A series of imidazo[5,1-<i>c</i>]oxazinones containing three stereogenic centers with one <i>gem</i>-diamine-type spiro tetrasubstituted center were obtained in this organocatalytic reaction with good yields and high functional group tolerance.
Authors
- Tengfei Xuan
- Yang Wang (ORCID: https://orcid.org/0000-0003-2054-9394)
- Xia Wang (ORCID: https://orcid.org/0000-0002-3769-1293)
Institutions
- Qingdao National Laboratory for Marine Science and Technology (CN)
- Ocean University of China (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-24
- DOI
- https://doi.org/10.1021/acs.orglett.5c00375
- Citations
- 6
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 5.62
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province
- Taishan Scholar Project of Shandong Province
- National Key Research and Development Program of China