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

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

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作  者:Wei,Junfa Chen,Zhanguo Gao,Yanni Zhang,Peng Wang,Chuanning Zhao,Pengfei Wang,Yun Shi,Xianying 

机构地区:[1]School of Chemistry and Chemical Engineering,Key Laboratory for Macromolecular Scienee of Shaanxi Province,Shaanxi Normal University,Xi'an,Shaanxi 710062,China [2]State Key Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu730000,China

出  处:《Chinese Journal of Chemistry》2012年第2期391-399,共9页中国化学(英文版)

基  金:The authors are grateful to the National Natural Science Foundation of China (No. 20572066), the Natural Science Foundation of Shaanxi Province (No. 2009JM2011), and the Innovation Foundation of Postgraduate Cultivation of Shaanxi Normal University (No. 2008CXB009).

摘  要: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.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.

关 键 词:RAPID QUANTITATIVE AZIRIDINATION aminobromination derivative SOLVENT-FREE OLEFINS 

分 类 号:TQ633[化学工程—精细化工] O626[理学—有机化学]

 

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