ArticleAngewandte Chemie (International ed. in English)2019
A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed.
- Electron-Donor-Acceptor Enabled Electrophilic C(spJACS Au · 2026Article
- Recyclable dual Z-scheme perovskite/g-CNature communications · 2026Article
- Titanium-Mediated Organic Electrosynthesis.ACS catalysis · 2025Review
- Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents.Molecules (Basel, Switzerland) · 2025Review
- Article
- Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis.Chemical reviews · 2024Review
- Divergent functionalization of alkenes enabled by photoredox activation of CDFA and α-halo carboxylic acids.Chemical science · 2024Article
- Mechanisms of Photoredox Catalysis Featuring Nickel-Bipyridine Complexes.ACS catalysis · 2024Review
- Synergistic Merger of Ketone, Halogen Atom Transfer (XAT), and Nickel-Mediated C(spACS organic & inorganic Au · 2024Article
- Robust and General Late-Stage Methylation of Aryl Chlorides: Application to Isotopic Labeling of Drug-like Scaffolds.ACS catalysis · 2023Article
- A Proton-Coupled Electron Transfer Strategy to the Redox-Neutral Photocatalytic COThe Journal of organic chemistry · 2023Article
- Paired electrolysis-enabled nickel-catalyzed enantioselective reductive cross-coupling between α-chloroesters and aryl bromides.Nature communications · 2022Article
- Zinc-Free, Scalable Reductive Cross-Electrophile Coupling Driven by Electrochemistry in an Undivided Cell.ACS catalysis · 2022Article
- Palladium-Catalyzed Aryldifluoromethylation of Aryl Halides with Aryldifluoromethyl Trimethylsilanes.Angewandte Chemie (International ed. in English) · 2022Article
- The Merger of Benzophenone HAT Photocatalysis and Silyl Radical-Induced XAT Enables Both Nickel-Catalyzed Cross-Electrophile Coupling and 1,2-Dicarbofunctionalization of Olefins.ACS catalysis · 2022Article
- Kinetics of a Ni/Ir-Photocatalyzed Coupling of ArBr with RBr: Intermediacy of ArNiJournal of the American Chemical Society · 2022Article
- α-Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox-Catalyzed Cross-Electrophile Couplings of Distinct Organic Halides.ChemSusChem · 2022Article
- Homogeneous Organic Electron Donors in Nickel-Catalyzed Reductive Transformations.The Journal of organic chemistry · 2022Review
- Photocatalytic C(spChemical science · 2022Review
- Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis.Chemical reviews · 2022Review
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of aryl bromide coupling partners, is predicated upon a halogen atom abstraction/nickel radical-capture mechanism that is generically successful across an extensive range of carbonyl substrates. The construction and use of arylacetic acid products have further enabled two-step protocols for the delivery of valuable building blocks for medicinal chemistry, such as aryldifluoromethyl and diarylmethane motifs.
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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.