ArticleJournal of the American Chemical Society2022
A Unified Approach to Decarboxylative Halogenation of (Hetero)aryl Carboxylic Acids.
Article in Journal of the American Chemical Society, 2022. 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.
- Photoinduced EDA-complex-mediated late-stage C-H iodination of arenes using aryldibenzothiophenium salts under air.RSC advances · 2026Article
- Non-decarboxylative C-H Fluorination of Carboxylic Acids by Iridium Photocatalysis.Organic letters · 2026Article
- Carbocycle editing of ketones proceeds via a radical-mediated bidirectional C-C bond cleavage/coupling strategy.Nature communications · 2026Article
- Leveraging Divergent Ligand-to-Metal Charge-Transfer Excited State Pathways for Catalyst Control over Alkoxyl Radical Reactivity.Journal of the American Chemical Society · 2026Article
- Carbon-Heteroatom Bond Formation via Photoinduced Decarboxylative Radical Coupling Reactions.ACS omega · 2025Review
- Mixed-Metal Ce-Zr-Mn Clusters as Photo-Catalysts for Decarboxylative Functionalization of Carboxylic Acids.Angewandte Chemie (International ed. in English) · 2025Article
- Ring-Opening Chlorination and Bromination of Pyrazolopyridines and Isoxazoles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Unlocking Chromium Decarboxylative Ligand-to-Metal Charge Transfer: Efficient and Redox-Neutral Allylation of Aldehydes Using Carboxylic Acids.Journal of the American Chemical Society · 2025Article
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- Building Catalytic Reactions One Electron at a Time.Accounts of chemical research · 2024Article
- Construction of the 4-Azafluorenone Core in a Single Operation and Synthesis of Onychine.The Journal of organic chemistry · 2024Article
- Iron photocatalysis via Brønsted acid-unlocked ligand-to-metal charge transfer.Nature communications · 2024Article
- Article
- Switchable Site-Selective Benzanilide C(spMolecules (Basel, Switzerland) · 2024Article
- Efficient palladium-catalyzed electrocarboxylation enables late-stage carbon isotope labelling.Nature communications · 2024Article
- Ligand Relay for Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Chlorides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Mechanisms for radical reactions initiating fromBeilstein journal of organic chemistry · 2024Article
- Photocatalytic, modular difunctionalization of alkenes enabled by ligand-to-metal charge transfer and radical ligand transfer.Chemical science · 2023Article
- Cu(II) salts as terminal oxidants in visible-light photochemical oxidation reactions.Organic & biomolecular chemistry · 2023Review
- Photocatalytic hydrofluoroalkylation of alkenes with carboxylic acids.Nature chemistry · 2023Article
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Authors and funding
12 authors.
Funding
Abstract
Aryl halides are a fundamental motif in synthetic chemistry, playing a critical role in metal-mediated cross-coupling reactions and serving as important scaffolds in drug discovery. Although thermal decarboxylative functionalization of aryl carboxylic acids has been extensively explored, the scope of existing halodecarboxylation methods remains limited, and there currently exists no unified strategy that provides access to any type of aryl halide from an aryl carboxylic acid precursor. Herein, we report a general catalytic method for direct decarboxylative halogenation of (hetero)aryl carboxylic acids via ligand-to-metal charge transfer. This strategy accommodates an exceptionally broad scope of substrates. We leverage an aryl radical intermediate toward divergent functionalization pathways: (1) atom transfer to access bromo- or iodo(hetero)arenes or (2) radical capture by copper and subsequent reductive elimination to generate chloro- or fluoro(hetero)arenes. The proposed ligand-to-metal charge transfer mechanism is supported through an array of spectroscopic studies.
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