ArticleAngewandte Chemie (International ed. in English)2020
N-Heterocyclic Carbene Catalyzed Photoenolization/Diels-Alder Reaction of Acid Fluorides.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.
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Who cites it
30 citing papers in PubMed.
- Chiral hafnium phosphate catalyzed asymmetric de Mayo reaction via visible-light-induced dearomatization.Nature communications · 2026Article
- Photochemical Insights on Acyl Azolium Salts Enable the Design of a Tandem Hydrogen Atom Transfer/Halogen Atom Transfer Acylation of Alkyl Bromides and Chlorides.Journal of the American Chemical Society · 2025Article
- Photochemical reduction of acylimidazolium salts.Beilstein journal of organic chemistry · 2025Article
- Tunable Thiazolium Carbenes for Enantioselective Radical Three-Component Dicarbofunctionalizations.Journal of the American Chemical Society · 2024Article
- Recent advances in combining photo- and N-heterocyclic carbene catalysis.Chemical science · 2023Review
- Photoredox-Catalyzed Radical-Radical Coupling of Potassium Trifluoroborates with Acyl Azoliums.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023Article
- A (TD-)DFT study on photo-NHC catalysis: photoenolization/Diels-Alder reaction of acid fluorides catalyzed byChemical science · 2023Article
- Photoinduced Acylations Via Azolium-Promoted Intermolecular Hydrogen Atom Transfer.Journal of the American Chemical Society · 2023Article
- Photoredox cooperative N-heterocyclic carbene/palladium-catalysed alkylacylation of alkenes.Nature communications · 2022Article
- NickelChemical science · 2022Article
- Radical Addition of Dihydroquinoxalin-2-ones to Trifluoromethyl Ketones under Visible-Light Photoredox Catalysis.The Journal of organic chemistry · 2022Article
- Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.Nature communications · 2022Article
- Single-electron Carbene Catalysis in Redox Processes.Trends in chemistry · 2022Article
- Enantioselective functionalization at the C4 position of pyridinium salts through NHC catalysis.Nature communications · 2022Article
- NHC and visible light-mediated photoredox co-catalyzed 1,4-sulfonylacylation of 1,3-enynes for tetrasubstituted allenyl ketones.Chemical science · 2022Article
- Suzuki-type cross-coupling of alkyl trifluoroborates with acid fluoride enabled by NHC/photoredox dual catalysis.Chemical science · 2022Article
- Combined Photoredox and Carbene Catalysis for the Synthesis of γ-Aryloxy Ketones.Advanced synthesis & catalysis · 2022Article
- Cooperative NHC/Photoredox Catalyzed Ring-Opening of Aryl Cyclopropanes to 1-Aroyloxylated-3-Acylated Alkanes.Angewandte Chemie (International ed. in English) · 2021Article
- Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones.Angewandte Chemie (International ed. in English) · 2021Article
- Aryl radical-mediated N-heterocyclic carbene catalysis.Nature communications · 2021Article
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Authors and funding
7 authors.
Funding
Abstract
The combination of light activation and N-heterocyclic carbene (NHC) organocatalysis has enabled the use of acid fluorides as substrates in a UVA-light-mediated photochemical transformation previously observed only with aromatic aldehydes and ketones. Stoichiometric studies and TD-DFT calculations support a mechanism involving the photoactivation of an ortho-toluoyl azolium intermediate, which exhibits "ketone-like" photochemical reactivity under UVA irradiation. Using this photo-NHC catalysis approach, a novel photoenolization/Diels-Alder (PEDA) process was developed that leads to diverse isochroman-1-one derivatives.
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