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Updated: Aug 2, 2025

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Electroreductive Cross-Electrophile Coupling of Aziridines and Aryl Bromides
Guoqing Yang1, Yanwei Wang1, Youai Qiu1
1State Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
Abstract:
Herein, a nickela-electrocatalyzed cross-electrophile coupling of readily available aryl aziridines and aryl bromides under mild and sustainable electrochemical conditions to access synthetic useful β-arylethylamines is developed. This protocol is characterized by its exquisite chemo- and regioselectivity, broad substrate scope and good functional group compatibility. Mechanistic studies confirmed that the regioselectivity and reactivity observed are a result of electro-induced ring-opening of aziridines under electroreductive conditions to generate a benzyl radical intermediate as the active species. Furthermore, this strategy also enables cross-coupling with CO2 to access β-amino acids under mild conditions.
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