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Article Dans Une Revue Green Chemistry Année : 2021

Iron(II)-catalyzed intermolecular aziridination of alkenes employing hydroxylamine derivatives as clean nitrene sources

Résumé

The iron-catalyzed intermolecular aziridination of alkenes with hydroxylamine derivatives is described. Using simple iron(II) sources and readily available ligands, the formal (2+1) cycloaddition process proved to be efficient on both styrenes and aliphatic alkenes, providing access to a wide range of aziridines. In these particularly sustainable reaction conditions, yields up to 89 % could be obtained, with a catalyst loading which could be lowered to 5 mol % when the reaction was performed on large scale. Preliminary mechanistic studies suggest that both concerted and stepwise pathways are operating in this transformation.
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Dates et versions

hal-03588341 , version 1 (16-03-2023)

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Georgina Kirby, Laurence Grimaud, Maxime Vitale, Guillaume Prestat, Farouk Berhal. Iron(II)-catalyzed intermolecular aziridination of alkenes employing hydroxylamine derivatives as clean nitrene sources. Green Chemistry, 2021, 23 (23), pp.9428-9432. ⟨10.1039/d1gc03495b⟩. ⟨hal-03588341⟩
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