ArticleJournal of the American Chemical Society2025
Iodonitrene-Mediated Nitrogen Transfer to Alkenes for the Direct Synthesis of NH-Aziridines.
Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- Hypervalent iodine reagents in organic synthesis: a review of methodology developments and synthetic applications.RSC advances · 2026Review
- Synthesis, characterization, and imidogen photochemistry of a hydrazoic acid adduct of RhChemical science · 2026Article
- Adapting Bower's intramolecular aziridination reaction allows for a metal-free synthesis of N-H aziridines.Organic & biomolecular chemistry · 2026Article
- Synthesis and Application of Bioactive N-Functionalized Aziridines.Angewandte Chemie (International ed. in English) · 2025Review
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Authors and funding
8 authors.
Funding
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Abstract
This work presents a novel and efficient method for the direct synthesis of NH-aziridines from a broad range of alkenes under mild conditions. The developed method uses aqueous ammonia and (diacetoxyiodo)benzene (PIDA) at 0 °C, offering a straightforward and atom-economical approach. Notably, this approach addresses the common challenge of chemoselectivity, effectively preventing the overoxidation of aziridines to nitriles. Mechanistic studies support the involvement of an in situ-generated iodonitrene as the key nitrogen-transfer intermediate. Overall, this method represents a significant advancement in aziridine synthesis, combining simplicity and selectivity, and complements the existing procedures for the direct NH insertion into alkenes.
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Registered trials
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