ArticleNature communications2020
Arene dearomatization through a catalytic N-centered radical cascade reaction.
Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Dearomative syn-1,4-hydroalkylation and C(spNature chemistry · 2026Article
- Mechanochemical Dehalogenative Deuteration of Alkyl Halides Through Piezoelectric Catalysis Initiated by a Single-Electron Oxidation Strategy.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- An organometallic approach to the synthesis of heteropolycyclic compounds from benzenes.Nature communications · 2025Article
- Highlights from the 57th Bürgenstock Conference on Stereochemistry 2024.Chemical science · 2024Article
- A general alkene aminoarylation enabled by N-centred radical reactivity of sulfinamides.Nature chemistry · 2024Article
- Radical-Dearomative Generation of Cyclohexadienyl Pd(II) toward the 3D Transformation of Nonactivated Phenyl Rings.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Article
- Tunable [3+2] and [4+2] annulations for pyrrolidine and piperidine synthesis.Chemical communications (Cambridge, England) · 2023Article
- Chiral Lewis acid catalysis in a visible light-triggered cycloaddition/rearrangement cascade.Chemical science · 2022Article
- Bifunctional sulfilimines enable synthesis of multiple N-heterocycles from alkenes.Nature chemistry · 2022Article
- Recent advances in visible light-induced C(Nature reviews. Chemistry · 2022Article
- Mechanism of Visible Light-Mediated Alkene Aminoarylation with Arylsulfonylacetamides.ACS catalysis · 2022Article
- Catalytic intramolecular aminoarylation of unactivated alkenes with aryl sulfonamides.Chemical science · 2022Article
- Phenyl Sulfones: A Route to a Diverse Family of Trisubstituted Cyclohexenes from Three Independent Nucleophilic Additions.Journal of the American Chemical Society · 2022Article
- Photocatalytic C(spChemical science · 2022Review
- Confronting the Challenging Asymmetric Carbonyl 1,2-Addition Using Vinyl Heteroarene Pronucleophiles: Ligand-Controlled Regiodivergent Processes through a Dearomatized Allyl-Cu Species.Journal of the American Chemical Society · 2022Article
- Radical boron migration of allylboronic esters.Chemical science · 2022Article
- Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.Chemical reviews · 2022Review
- Dearomatization through Photoredox Hydroarylation: Discovery of a Radical-Polar Crossover Strategy.Organic letters · 2021Article
- Defluorodearomatization: A Photocatalytic Birch-Like Reduction That Enables C-C Bond Formation and Provides Access to Unnatural Cannabinoids.The Journal of organic chemistry · 2021Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
Arene dearomatization reactions are an important class of synthetic technologies for the rapid assembly of unique chemical architectures. Herein, we report a catalytic protocol to initiate a carboamination/dearomatization cascade that proceeds through transient sulfonamidyl radical intermediates formed from native sulfonamide N-H bonds leading to 1,4-cyclohexadiene-fused sultams. Importantly, this work demonstrates a facile approach to employ two-dimensional aromatic compounds as modular building blocks to generate richly substituted, three-dimensional compounds. These reactions occur at room temperature under visible light irradiation and are catalyzed by the combination of an iridium(III) photocatalyst and a dialkyl phosphate base. Reaction optimization, substrate scope, mechanistic features, and synthetic applications of this transformation are presented.
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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.