1366038-13-2Relevant academic research and scientific papers
Cobalt carbonyl-catalyzed carbonylation of functionalized aziridines to versatile β-lactam building blocks
Piens, Nicola,Van Hecke, Kristof,Vogt, Dieter,D'Hooghe, Matthias
, p. 4816 - 4821 (2017/07/10)
The Co2(CO)8-catalyzed carbonylation of different classes of non-activated aziridines with diverse substitution patterns was investigated. Special attention was devoted to selectivity issues and reaction optimization. This study resu
Solvent-controlled selective transformation of 2-bromomethyl-2- methylaziridines to functionalized aziridines and azetidines
Stankovic, Sonja,Goossens, Hannelore,Catak, Saron,Tezcan, Meniz,Waroquier, Michel,Van Speybroeck, Veronique,D'Hooghe, Matthias,De Kimpe, Norbert
experimental part, p. 3181 - 3190 (2012/05/20)
The reactivity of 2-bromomethyl-2-methylaziridines toward oxygen, sulfur, and carbon nucleophiles in different solvent systems was investigated. Remarkably, the choice of the solvent has a profound influence on the reaction outcome, enabling the selective formation of either functionalized aziridines in dimethylformamide (through direct bromide displacement) or azetidines in acetonitrile (through rearrangement via a bicyclic aziridinium intermediate). In addition, the experimentally observed solvent-dependent behavior of 2-bromomethyl-2-methylaziridines was further supported by means of DFT calculations.
