ArticleJournal of the American Chemical Society2021
Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed, 172 citations in OpenAlex.
- Article
- Deconstructive Radical-Radical Coupling for Programmable Remote Acylation.Angewandte Chemie (International ed. in English) · 2025Article
- CONature communications · 2024Article
- Synthesis of Stereodefined Enones from the Cross-Electrophile Coupling of Activated Acrylic Acids with Alkyl Bromides.Organic letters · 2024Article
- Red-light-mediated copper-catalyzed photoredox catalysis promotes regioselectivity switch in the difunctionalization of alkenes.Nature communications · 2024Article
- 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
- Photoredox-Catalyzed Radical-Radical Coupling of Potassium Trifluoroborates with Acyl Azoliums.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023Article
- 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
- Alkoxysulfonyl radical species: acquisition and transformation towards sulfonate esters through electrochemistry.Chemical science · 2022Article
- Photoredox cooperative N-heterocyclic carbene/palladium-catalysed alkylacylation of alkenes.Nature communications · 2022Article
- Desymmetrization of N-Cbz glutarimides through N-heterocyclic carbene organocatalysis.Nature communications · 2022Article
- Three-component carboacylation of alkenesChemical science · 2022Article
- Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.Nature communications · 2022Article
- Aroyl Fluorides as Bifunctional Reagents for Dearomatizing Fluoroaroylation of Benzofurans.Journal of the American Chemical Society · 2022Article
Corrections and comments
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
N-Heterocyclic carbene (NHC) catalysis has emerged as a versatile tool in modern synthetic chemistry. Further increasing the complexity, several processes have been introduced that proceed via dual catalysis, where the NHC organocatalyst operates in concert with a second catalytic moiety, significantly enlarging the reaction scope. In biological transformations, multiple catalysis is generally used to access complex natural products. Guided by that strategy, triple catalysis has been studied recently, where three different catalytic modes are merged in a single process. In this Communication, direct α-C-H acylation of various alkenes with aroyl fluorides using NHC, sulfinate, and photoredox cooperative triple catalysis is reported. The method allows the preparation of α-substituted vinyl ketones in moderate to high yields with excellent functional group tolerance. Mechanistic studies reveal that these cascades proceed through a sequential radical addition/coupling/elimination process. In contrast to known triple catalysis processes that operate via two sets of interwoven catalysis cycles, in the introduced process, all three cycles are interwoven.
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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.