ArticleAngewandte Chemie (International ed. in English)2023
Chemoselective Decarboxylative Protonation Enabled by Cooperative Earth-Abundant Element Catalysis.
Article in Angewandte Chemie (International ed. in English), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
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Who cites it
26 citing papers in PubMed.
- Light-Driven Iron-Mediated Thiotrifluoromethylation of Alkenes Using CFOrganic letters · 2026Article
- Photocatalysts for the decarboxylation conversion of C(spRSC advances · 2026Review
- Base Metal Photocatalysts: A Bright Future in Photoredox Catalysis?Organometallics · 2026Article
- Controlling divergent hydrogen atom transfer in Vitamin BChem catalysis · 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
- Anti-Markovnikov alkene hydroalkylation via iron photocatalysis.Nature catalysis · 2026Article
- LMCT-Driven Iron Photocatalysis: Mechanistic Insights and Synthetic Applications.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Unlocking nucleophilic reactivity in Co-MHAT catalysis: Stereospecific backside-backside displacement by anion-activated organocobalt.Science advances · 2025Article
- Mixed-Metal Ce-Zr-Mn Clusters as Photo-Catalysts for Decarboxylative Functionalization of Carboxylic Acids.Angewandte Chemie (International ed. in English) · 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
- Concise Syntheses of Lycojapomine Alkaloids Enabled by Radical Dearomatization of a Pyrrole.Journal of the American Chemical Society · 2025Article
- C(spCommunications chemistry · 2025Article
- Anti-Markovnikov hydro- and deuterochlorination of unsaturated hydrocarbons using iron photocatalysis.Nature synthesis · 2025Article
- Formal synthesis of a selective estrogen receptor modulator with tetrahydrofluorenone structure using [3 + 2 + 1] cycloaddition of yne-vinylcyclopropanes and CO.Beilstein journal of organic chemistry · 2025Article
- Article
- Red-Light-Induced Ligand-to-Metal Charge Transfer Catalysis by Tuning the Axial Coordination of Cobyrinate.Journal of the American Chemical Society · 2024Article
- Hydro- and deutero-deamination of primary amines using O-diphenylphosphinylhydroxylamine.Nature communications · 2024Article
- Building Catalytic Reactions One Electron at a Time.Accounts of chemical research · 2024Article
- Aminomethylations of electron-deficient compounds-bringing iron photoredox catalysis into play.Chemical science · 2024Article
- Iron photocatalysis via Brønsted acid-unlocked ligand-to-metal charge transfer.Nature communications · 2024Article
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2 authors.
Funding
Abstract
Decarboxylative protonation is a general deletion tactic to replace polar carboxylic acid groups with hydrogen or its isotope. Current methods rely on the pre-activation of acids, non-sustainable hydrogen sources, and/or expensive/highly oxidizing photocatalysts, presenting challenges to their wide adoption. Here we show that a cooperative iron/thiol catalyst system can readily achieve this transformation, hydrodecarboxylating a wide range of activated and unactivated carboxylic acids and overcoming scope limitations in previous direct methods. The reaction is readily scaled in batch configuration and can be directly performed in deuterated solvent to afford high yields of d-incorporated products with excellent isotope incorporation efficiency; characteristics not attainable in previous photocatalyzed approaches. Preliminary mechanistic studies indicate a radical mechanism and kinetic results of unactivated acids (KIE=1) are consistent with a light-limited reaction.
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Registered trials
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