ArticleJournal of the American Chemical Society2020
Synthesis of β-Phenethylamines via Ni/Photoredox Cross-Electrophile Coupling of Aliphatic Aziridines and Aryl Iodides.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.
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Who cites it
29 citing papers in PubMed.
- Divergent ring opening and functionalization of N-alkyl aziridines via boryl radical fragmentation.Nature chemistry · 2026Article
- Recyclable dual Z-scheme perovskite/g-CNature communications · 2026Article
- Enantio- and regioselective nickel/photoredox-catalyzed cross-electrophile coupling of benzylic aziridines with alkynyl bromides.Science advances · 2026Article
- Photocatalyzed Ring Expansion of α-Ketosulfonylaziridines: Ready Access to δ-Sultams.Angewandte Chemie (International ed. in English) · 2026Article
- Photocatalytic Aminoarylation of Styrenes.Organic letters · 2026Article
- Development, Application, and Mechanistic Interrogation of a Dual Ni Catalysis Approach to Photoredox-Based C(spJournal of the American Chemical Society · 2025Article
- Copper-Catalyzed One-Pot Functionalization of Styrenes: Application toward Pharmaceutically Relevant Phenylethylamine Triazole Scaffolds.The Journal of organic chemistry · 2025Article
- Nickel-photoredox catalysis: merging photons with metal catalysts for organic synthesis.RSC advances · 2025Review
- Titanium-Mediated Organic Electrosynthesis.ACS catalysis · 2025Review
- LMCT-driven electron relay unlocks alcohols as tunable reductants for nickel-catalyzed cross-electrophilic couplings.Nature communications · 2025Article
- Vitamin BOrganic letters · 2025Article
- Transition Metal Catalysis for the Asymmetric Synthesis of 2-Arylethylamines: A Review of the New Millennium.Molecules (Basel, Switzerland) · 2025Review
- A General Amino-(Hetero)arylation of Simple Olefins with (Hetero)aryl Sulfonamides Enabled by anACS catalysis · 2025Article
- Merging SOMO activation with transition metal catalysis: Deoxygenative functionalization of amides to β-aryl amines.Science advances · 2025Article
- The Golden Age of Thermally Activated Delayed Fluorescence Materials: Design and Exploitation.Chemical reviews · 2024Review
- Selective C-N Bond Cleavage in Unstrained Pyrrolidines Enabled by Lewis Acid and Photoredox Catalysis.Journal of the American Chemical Society · 2024Article
- Synthesis of Secondary Boronates via Deaminative Cross-Coupling of Alkyl Nitroso Carbamates and Boronic Acids.Angewandte Chemie (International ed. in English) · 2024Article
- A general alkene aminoarylation enabled by N-centred radical reactivity of sulfinamides.Nature chemistry · 2024Article
- Branched-Selective Cross-Electrophile Coupling of 2-Alkyl Aziridines and (Hetero)aryl Iodides Using Ti/Ni Catalysis.Journal of the American Chemical Society · 2023Article
- Photoinduced Copper-Catalyzed Late-Stage Azidoarylation of Alkenes via Arylthianthrenium Salts.Journal of the American Chemical Society · 2023Article
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Authors and funding
4 authors.
Funding
Abstract
A photoassisted Ni-catalyzed reductive cross-coupling between tosyl-protected alkyl aziridines and commercially available (hetero)aryl iodides is reported. This mild and modular method proceeds in the absence of stoichiometric heterogeneous reductants and uses an inexpensive organic photocatalyst to access medicinally valuable β-phenethylamine derivatives. Unprecedented reactivity was achieved with the activation of cyclic aziridines. Mechanistic studies suggest that the regioselectivity and reactivity observed under these conditions are a result of nucleophilic iodide ring opening of the aziridine to generate an iodoamine as the active electrophile. This strategy also enables cross-coupling with Boc-protected aziridines.
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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.