ArticleOrganic letters2019
Direct Use of Carboxylic Acids in the Photocatalytic Hydroacylation of Styrenes To Generate Dialkyl Ketones.
Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Origin of Scission Selectivity for Phosphoranyl Radicals in Photoredox Catalysis.Journal of the American Chemical Society · 2026Article
- Electrochemically driven deoxychlorination of aliphatic alcoholsChemical science · 2026Article
- Photocatalytic generation of amidine carbon radicals for aminodihydroquinoline synthesis.Nature communications · 2025Article
- Unimolecular Fragment Coupling: A New Bond-Forming Methodology via the Deletion of Atom(s).JACS Au · 2024Review
- Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C-O bonds in organic transformations.Beilstein journal of organic chemistry · 2024Review
- Photoredox-Mediated Deoxygenative Radical Additions of Aromatic Acids to Vinyl Boronic Esters and gem-Diborylalkenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.Nature communications · 2022Article
- Redox-neutral and metal-free synthesis of 3-(arylmethyl)chroman-4-onesFrontiers in chemistry · 2022Article
- Selective deoxygenative alkylation of alcohols via photocatalytic domino radical fragmentations.Nature communications · 2021Article
- Site-specific Umpolung amidation of carboxylic acids via triplet synergistic catalysis.Nature communications · 2021Article
- Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis.Journal of the American Chemical Society · 2021Article
- Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15.Journal of the American Chemical Society · 2021Article
- Phosphoranyl Radical Fragmentation Reactions Driven by Photoredox Catalysis.ACS catalysis · 2020Review
- Photochemical generation of acyl and carbamoyl radicals using a nucleophilic organic catalyst: applications and mechanism thereof.Chemical science · 2020Article
- Combined Photoredox and Carbene Catalysis for the Synthesis of Ketones from Carboxylic Acids.Angewandte Chemie (International ed. in English) · 2020Article
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5 authors.
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Abstract
A general protocol for the hydroacylation of styrenes from aliphatic carboxylic acids is reported. These reactions proceed via β-scission of a phosphoranyl radical that is accessed by photoredox catalysis, followed by addition of the resulting acyl radical to the styrenyl olefin. We show that phosphine tunability is critical for efficient intermolecular coupling due to competitive quenching of the photocatalyst by the olefin. Primary, secondary, and structurally rigid tertiary carboxylic acids all generate valuable unsymmetrical dialkyl ketones.
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