ArticleJournal of the American Chemical Society2020
Organophotoredox Hydrodefluorination of Trifluoromethylarenes with Translational Applicability to Drug Discovery.
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 36 papers.
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Who cites it
36 citing papers in PubMed.
- C(spACS electrochemistry · 2026Article
- Selective Electrochemical Defluorinative Hydroxymethylation toward Difluoro-Substituted Alcohol Building Blocks.Organic letters · 2026Article
- Biomimetic sulfur-catalyzed carbonyl transfer enables the carbonylative difunctionalization of unactivated alkenes.Chemical science · 2026Article
- Radical defluoroallylation of polyfluoroalkyl compounds with alkenes via synergistic photoredox/cobalt catalysis.Nature communications · 2026Article
- Selective Synthesis of α,α-Difluoro- and α-Monofluoro Methylene Substituted Arenes by Defluoro C-C Bond Coupling.Organic letters · 2025Article
- β-Acyloxyl alkenyl amide synthesis via multiple defluorination: α-Trifluoromethyl ketone-amine as synergystic peptide coupling reagent.Science advances · 2025Article
- A practical photocatalytic strategy for radical (deuterio)difluoromethylation using imidazolium reagents.Chemical science · 2025Article
- Monodefluorinative Halogenation of Perfluoroalkyl Ketones via Organophosphorus-Mediated Selective C-F Activation.JACS Au · 2025Article
- New Opportunities to Access Fluorinated Molecules Using Organophotoredox Catalysis via C(spJACS Au · 2025Review
- Defluorinative functionalization approach led by difluoromethyl anion chemistry.Nature communications · 2025Article
- Defluorinative Multicomponent Cascade Reaction of Trifluoromethylarenes via Photoexcited Palladium Catalysis.JACS Au · 2024Article
- Photo-induced carboxylation of C(spNature communications · 2024Article
- Article
- Nickel-Catalyzed Enantio- and Diastereoselective Synthesis of Fluorine-Containing Vicinal Stereogenic Centers.ACS central science · 2024Article
- Highly efficient dual photoredox/copper catalyzed atom transfer radical polymerization achieved through mechanism-driven photocatalyst design.Nature communications · 2024Article
- General alkyl fluoride functionalization via short-lived carbocation-organozincate ion pairs.Nature communications · 2024Article
- C-F bond activation enables synthesis of aryl difluoromethyl bicyclopentanes as benzophenone-type bioisosteres.Nature communications · 2024Article
- Photoinduced copper-catalyzed C-N coupling with trifluoromethylated arenes.Nature communications · 2023Article
- Synthetic Advantages of Defluorinative C-F Bond Functionalization.Angewandte Chemie (International ed. in English) · 2023Review
- Photocatalytic redox-neutral selective single C(spChemical science · 2023Article
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11 authors.
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Abstract
Molecular editing such as insertion, deletion, and single atom exchange in highly functionalized compounds is an aspirational goal for all chemists. Here, we disclose a photoredox protocol for the replacement of a single fluorine atom with hydrogen in electron-deficient trifluoromethylarenes including complex drug molecules. A robustness screening experiment shows that this reductive defluorination tolerates a range of functional groups and heterocycles commonly found in bioactive molecules. Preliminary studies allude to a catalytic cycle whereby the excited state of the organophotocatalyst is reductively quenched by the hydrogen atom donor, and returned in its original oxidation state by the trifluoromethylarene.
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