ArticleJournal of the American Chemical Society2024
Aziridination via Nitrogen-Atom Transfer to Olefins from Photoexcited Azoxy-Triazenes.
Article in Journal of the American Chemical Society, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
What it found
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
18 citing papers in PubMed.
- Nitrene-Transfer Chemistry to Olefins Mediated by Co(III) Catalysts Supported by a Tetraamido Macrocycle.Inorganic chemistry · 2026Article
- Photochemical Cascade Nitrile Activation via a Carbene-Nitrene Relay.Angewandte Chemie (International ed. in English) · 2026Article
- Reactivity of Nitroarenes toward Alkyl Radicals Enables Direct C-H Alkylation.Journal of the American Chemical Society · 2026Article
- Photo-Stitching of Nitroalkanes via Cross-Denitrative Olefination.Journal of the American Chemical Society · 2026Article
- Aziridination of a Single Carbon Atom in Alkenes via Energy Transfer Catalysis.Angewandte Chemie (International ed. in English) · 2026Article
- Adapting Bower's intramolecular aziridination reaction allows for a metal-free synthesis of N-H aziridines.Organic & biomolecular chemistry · 2026Article
- Photo-induced selective N-N bond construction via harnessing nitrene release and transfer.Nature communications · 2026Article
- Bench-Stable Boryl Thianthrenium Dication Enables Aziridinyl Boronate Synthesis via Metal-Free Late-Stage Aziridination with Diverse Nitrogen Nucleophiles.Angewandte Chemie (International ed. in English) · 2026Article
- Direct Aziridine Synthesis from Amines and Styrene Derivatives via a Base-Promoted Oxidative Cascade Reaction.Journal of the American Chemical Society · 2026Article
- Synthesis and Application of Bioactive N-Functionalized Aziridines.Angewandte Chemie (International ed. in English) · 2025Review
- Iodonitrene-Mediated Nitrogen Transfer to Alkenes for the Direct Synthesis of NH-Aziridines.Journal of the American Chemical Society · 2025Article
- Is Phenylnitrene a Missing Link in the Formation of Polycyclic Aromatic Nitrogen Heterocycles?Angewandte Chemie (International ed. in English) · 2025Article
- Nitrene-mediated aminative N-N-N coupling: facile access to triazene 1-oxides.Chemical science · 2025Article
- Accessing Azetidines through Magnesium-Mediated Nitrogen Group Transfer from Iminoiodinane to Donor-Acceptor Cyclopropanes.Angewandte Chemie (International ed. in English) · 2025Article
- Copper-Catalyzed Cyclization and Alkene Transposition Cascade Enables a Modular Synthesis of Complex Spirocyclic Ethers.Journal of the American Chemical Society · 2025Article
- Article
- Aziridine Group Transfer via TransientJournal of the American Chemical Society · 2024Article
- Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Herein, we report that readily accessible azoxy-triazenes can serve as nitrogen atom sources under visible light excitation for the phthalimido-protected aziridination of alkenes. This approach eliminates the need for external oxidants, precious transition metals, and photocatalysts, marking a departure from conventional methods. The versatility of this transformation extends to the selective aziridination of both activated and unactivated multisubstituted alkenes of varying electronic profiles. Notably, this process avoids the formation of competing C-H insertion products. The described protocol is operationally simple, scalable, and adaptable to photoflow conditions. Mechanistic studies support the idea that the photofragmentation of azoxy-triazenes results in the generation of a free singlet nitrene. Furthermore, a mild photoredox-catalyzed N-N cleavage of the protecting group to furnish the free aziridines is reported. Our findings contribute to the advancement of sustainable and practical methodologies for the synthesis of nitrogen-containing compounds, showcasing the potential for broader applications in synthetic chemistry.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.