Formal Carbene Insertion into Cyclopropanones: Access to 2-Aroyl Cyclobutanones via Sulfonium Ylides
This report presents a method for the synthesis of 2-aroyl cyclobutanones via the reaction of in situ-generated cyclopropanones with acyl sulfonium ylides representing a formal carbene insertion into cyclopropanones. The reaction is highly stereoselective in the case of 2-substituted cyclopropanones, and the cyclobutanones thus obtained are well suited to α-alkylation, offering versatile synthetic applications.
Authors
- Meinolf Lange
- Heinrich F. von Köller (ORCID: https://orcid.org/0009-0009-4628-7071)
- Daniel Bodo Werz (ORCID: https://orcid.org/0000-0002-3973-2212)
- Arthur Semmelmaier (ORCID: https://orcid.org/0009-0003-8840-0315)
- Ishika Agrawal
Institutions
- University of Freiburg (DE)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-29
- DOI
- https://doi.org/10.1021/acs.joc.5c00167
- Citations
- 3
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- Deutscher Akademischer Austauschdienst
- Deutsche Forschungsgemeinschaft