Synthesis of Aryloxiranes and Arylcyclopropanes via Deprotonation of Benzyl Chlorides

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 reaction

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