Work

Formal Carbene Insertion into Cyclopropanones: Access to 2-Aroyl Cyclobutanones via Sulfonium Ylides

Year: 2025

Type: article

Abstract: 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.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c00167

Authors: Ishika Agrawal, Marvin Lange, Arthur Semmelmaier, Heinrich F. von Köller, Daniel B. Werz

Institution: University of Freiburg

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Deutscher Akademischer Austauschdienst, Deutsche Forschungsgemeinschaft