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Synthesis 2022; 54(09): 2289-2297
DOI: 10.1055/s-0040-1719895
DOI: 10.1055/s-0040-1719895
paper
Synthesis of Aryloxiranes and Arylcyclopropanes via Deprotonation of Benzyl Chlorides
This work was supported by the National Science Centre, Poland (Narodowe Centrum Nauki; UMO-2014/15/B/ST5/02180).
Abstract
Upon the action of strong bases at low temperature, benzyl chloride and its ring-substituted derivatives undergo deprotonation at the benzylic position and the produced carbanions react with aldehydes, ketones and Michael acceptors to form aryl oxiranes and cyclopropanes.
Key words
epoxides - cyclopropanes - halocarbanions - nucleophilic addition - nucleophilic substitution - Michael acceptors - Darzens reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719895.
- Supporting Information
Publikationsverlauf
Eingereicht: 10. Dezember 2021
Angenommen nach Revision: 21. Dezember 2021
Artikel online veröffentlicht:
21. Februar 2022
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