Information from the abstract
Abstract A synthesis of pyrrolidines via atom-economic aziridine–alkene cycloaddition mediated by hydrophobic deep eutectic solvents (HDESs) is reported. HDESs, prepared from naturally occurring terpenoid compounds, serve as high-boiling reaction media and as alternatives to conventional petroleum-based solvents. This protocol proceeds in the presence of air without any special precautions, offering an approach to highly substituted pyrrolidine scaffolds. A broad range of N-aryl aziridines is used as azomethine ylide precursors, delivering pyrrolidines in up to 94% isolated yield. The methodology is further extended to a one-pot double cycloaddition directly from azide starting material, with solvent reusability and gram-scale synthesis also demonstrated.
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Related topics: Ionic liquids properties and applications · Synthesis and Catalytic Reactions · Asymmetric Synthesis and Catalysis
Thai researcher and institutional participation
Lalita Radtanajiravong · Nattawadee Nimsawang · University of Phayao
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