ArticleNature communications2022
Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 111 citations in OpenAlex.
- Cooperative NHC and Photoredox Dual Catalysis for the Construction of Carbonyl Compounds.ACS omega · 2026Review
- Deconstructive Radical-Radical Coupling for Programmable Remote Acylation.Angewandte Chemie (International ed. in English) · 2025Article
- Photochemical reduction of acylimidazolium salts.Beilstein journal of organic chemistry · 2025Article
- Visible light-mediated organocatalyzed 1,3-aminoacylation of cyclopropane employing N-benzoyl saccharin as bifunctional reagent.Nature communications · 2024Article
- Synthesis of Stereodefined Enones from the Cross-Electrophile Coupling of Activated Acrylic Acids with Alkyl Bromides.Organic letters · 2024Article
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- Visible Light-Mediated Monofluoromethylation/Acylation of Olefins by Dual Organo-Catalysis.Molecules (Basel, Switzerland) · 2024Article
- Photoinduced cerium-catalyzed C-H acylation of unactivated alkanes.Chemical science · 2023Article
- Light-Driven Enantioselective Carbene-Catalyzed Radical-Radical Coupling.Angewandte Chemie (International ed. in English) · 2023Article
- Recent advances in combining photo- and N-heterocyclic carbene catalysis.Chemical science · 2023Review
- Ketones from aldehydes via alkyl C(spNature communications · 2023Article
- Acyl Azolium-Photoredox-Enabled Synthesis ofACS catalysis · 2023Article
- Direct allylic acylation via cross-coupling involving cooperative N‑heterocyclic carbene, hydrogen atom transfer, and photoredox catalysis.Nature communications · 2023Article
- Photoinduced Acylations Via Azolium-Promoted Intermolecular Hydrogen Atom Transfer.Journal of the American Chemical Society · 2023Article
- Selective Cross-Ketonization of Carboxylic Acids Enabled by Metallaphotoredox Catalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Photoredox cooperative N-heterocyclic carbene/palladium-catalysed alkylacylation of alkenes.Nature communications · 2022Article
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Authors and funding
7 authors at 3 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The carbene and photocatalyst co-catalyzed radical coupling of acyl electrophile and a radical precursor is emerging as attractive method for ketone synthesis. However, previous reports mainly limited to prefunctionalized radical precursors and two-component coupling. Herein, an N-heterocyclic carbene and photocatalyst catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles is disclosed, in which the carboxylic acids are directly used as radical precursors. The acyl imidazoles could also be generated in situ by reaction of a carboxylic acid with CDI thus furnishing a formally decarboxylative coupling of two carboxylic acids. In addition, the reaction is successfully extended to three-component coupling by using alkene as a third coupling partner via a radical relay process. The mild conditions, operational simplicity, and use of carboxylic acids as the reacting partners make our method a powerful strategy for construction of complex ketones from readily available starting materials, and late-stage modification of natural products and medicines.
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