ArticleThe Journal of organic chemistry2019
Organocatalytic Olefin Aziridination via Iminium-Catalyzed Nitrene Transfer: Scope, Limitations, and Mechanistic Insight.
Article in The Journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Aziridination-Enabled Structural and Quantitative Lipidomics.Journal of the American Society for Mass Spectrometry · 2026Review
- Article
- Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents.Chemical reviews · 2024Review
- Aziridination via Nitrogen-Atom Transfer to Olefins from Photoexcited Azoxy-Triazenes.Journal of the American Chemical Society · 2024Article
- Organic Dye-Sensitized Nitrene Generation: Intermolecular Aziridination of Unactivated Alkenes.The Journal of organic chemistry · 2024Article
- Article
- Aziridination Reactivity of a Manganese(II) Complex with a Bulky Chelating Bis(Alkoxide) Ligand.Molecules (Basel, Switzerland) · 2022Article
- Combining visible-light induction and copper catalysis for chemo-selective nitrene transfer for late-stage amination of natural products.Communications chemistry · 2022Article
- Mechanism of Iminium Salt-Catalyzed C(spACS catalysis · 2020Article
Corrections and comments
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2 authors.
Funding
Abstract
Olefin aziridination via organocatalytic nitrene transfer offers potential complementarity to metal-catalyzed methods; however there is a lack of reports of such reactions in the literature. Herein is reported a method that employs an iminium salt to catalyze the aziridination of styrenes by [ N-( p-toluenesulfonyl)imino]phenyliodinane (PhINTs). These reactions are hypothesized to proceed via a diaziridinium salt as the active oxidant. In addition to outlining the scope and limitations of the method, evidence for a polar, stepwise mechanism is presented, which provides new insight into the nature of iminium catalysis of nitrene transfer.
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Registered trials
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