Copper‐Catalyzed α‐Carbamoylation of Cyclic β‐Ketoesters
A copper‐catalyzed, base‐free α‐carbamoylation of cyclic β‐ketoesters with isocyanates has been developed. While conventional base‐promoted methods suffer from a spontaneous intramolecular rearrangement that leads to undesired imides, this protocol utilizes a Cu(OTf) 2 /bisoxazoline (BOX) catalytic system to effectively suppress the rearrangement pathway. The reaction provides efficient access to various α‐substituted β,β′‐dicarbonyl amides bearing an all‐carbon quaternary center in high yields with a broad substrate scope and excellent functional group tolerance.
Authors
- Akihiro Sakama (ORCID: https://orcid.org/0000-0003-2937-6370)
- Kazuaki Kudo (ORCID: https://orcid.org/0000-0001-5161-0931)
- Yihao Shi (ORCID: https://orcid.org/0000-0002-3600-229X)
Institutions
- The University of Tokyo (JP)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2026-08-03
- DOI
- https://doi.org/10.1002/ejoc.70739
- Primary Topic
- Carbon dioxide utilization in catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00