A Rapid and Simple Method for Quantitative Aziridination from Aminobrominated Derivatives of Olefins under Solvent‐free and Mild Conditions

2012 
The urea-catalyzed aziridination of 1,2-vicinal haloamines derived from aminohalogenation of olefins has been developed. This rapid and simple method was carried out by simply grinding the solid mixture of the substrate, K2CO3 and catalytic amount of urea at room temperature in air. The reaction provides a protocol for quantitative preparation of aziridines in a large scope of aminohalogenated derivatives of olefins including α,β-unsaturated ketones, α,β-unsaturated esters and simple olefins. The possible mechanism involving an H-bond promoting deprotonation has been suggested for this reaction.
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