ArticleNature chemistry2023
Photocatalytic hydrofluoroalkylation of alkenes with carboxylic acids.
Article in Nature chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 48 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
48 citing papers in PubMed.
- Photocatalytic Activation of Fluoroform for Radical Trifluoromethylation.Journal of the American Chemical Society · 2026Article
- Decarboxylative carbonyl alkylative amination: A general and practical strategy for aliphatic amine synthesis.Science advances · 2026Article
- Light-Driven Iron-Mediated Thiotrifluoromethylation of Alkenes Using CFOrganic letters · 2026Article
- Combining Ag(II) and Ag(I) Reactivity Enables Electrophotochemical Acyl Fluoride Installation on (Hetero)Arenes.Journal of the American Chemical Society · 2026Article
- Fe(III)/Pyridine N-oxide LMCT Photocatalysis for Unactivated C(spACS catalysis · 2026Article
- Fe-LMCT Photodecarboxylation for (Hetero)arene Chloro- and Bromodifluoromethylation: Rapid Access to Aromatic Acyl Fluorides.Organic letters · 2026Article
- Enabling Fluoroalkyl-Sulfonylalkylation and Fluoroalkyl-Halogenation of Alkenes and Alkynes via Photoredox Catalysis.Journal of the American Chemical Society · 2026Article
- Photoinduced Multicomponent Difluoromethylation of Imines via Iron-Mediated Ligand-to-Metal Charge Transfer.Organic letters · 2026Article
- Base Metal Photocatalysts: A Bright Future in Photoredox Catalysis?Organometallics · 2026Article
- Expanding Thermodynamic and Kinetic Frontiers in Molecular Photocatalysis.ACS central science · 2026Review
- Direct synthesis of bicyclo[1.1.1]pentane (BCP) boronates from carboxylic acids.Nature communications · 2026Article
- Dual-role iron species in photoelectrocatalytic radical trifluoromethylation with trifluoroacetates.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
- Anti-Markovnikov alkene hydroalkylation via iron photocatalysis.Nature catalysis · 2026Article
- Dual transition metal electrocatalysis for difluoromethylation of Aryl halides using potassium difluoroacetate.Nature communications · 2025Article
- LMCT-Driven Iron Photocatalysis: Mechanistic Insights and Synthetic Applications.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Ligand-to-Metal Charge Transfer of Ag(II) CFAngewandte Chemie (International ed. in English) · 2025Article
- Iron-catalysed radical difunctionalization of alkenes.Nature synthesis · 2025Article
- Photocatalytic anti-Markovnikov hydro- and haloazidation of alkenes.Nature communications · 2025Article
- Overcoming Challenges in Small-Ring Transfer: Direct Decarboxylative Hydroalkylation of Alkenes via Iron-Thiol Catalysis.Angewandte Chemie (International ed. in English) · 2025Article
Corrections and comments
- Erratum issued
Authors and funding
6 authors.
Funding
Abstract
Incorporation of fluoroalkyl motifs in pharmaceuticals can enhance the therapeutic profiles of the parent molecules. The hydrofluoroalkylation of alkenes has emerged as a promising route to diverse fluoroalkylated compounds; however, current methods require superstoichiometric oxidants, expensive/oxidative fluoroalkylating reagents and precious metals, and often exhibit limited scope, making a universal protocol that addresses these limitations highly desirable. Here we report the hydrofluoroalkylation of alkenes with cheap, abundant and available fluoroalkyl carboxylic acids as the sole reagents. Hydrotrifluoro-, difluoro-, monofluoro- and perfluoroalkylation are all demonstrated, with broad scope, mild conditions (redox neutral) and potential for late-stage modification of bioactive molecules. Critical to success is overcoming the exceedingly high redox potential of feedstock fluoroalkyl carboxylic acids such as trifluoroacetic acid by leveraging cooperative earth-abundant, inexpensive iron and redox-active thiol catalysis, enabling these reagents to be directly used as hydroperfluoroalkylation donors without pre-activation. Preliminary mechanistic studies support the radical nature of this cooperative process.
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What OpenQuestion holds
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.