ArticleAngewandte Chemie (International ed. in English)2020
Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron-Rich Substrates.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 35 papers.
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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.
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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
35 citing papers in PubMed.
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- Direct Regioselective para-Fluorination via I(I)/I(III) Catalysis.Angewandte Chemie (International ed. in English) · 2026Article
- Difluorinative Cyclopropene Rearrangement by I(I)/I(III) Catalysis: Regio- and Stereoselective Synthesis of Allyl Difluorides.Angewandte Chemie (International ed. in English) · 2025Article
- Non-Aqueous Binary and TernaryJournal of the American Chemical Society · 2025Article
- ERCAD: A Parametric Reactor Design Tool That Enables Rapid Prototyping and Optimization of Electrochemical Reactors through 3D Printing.ACS central science · 2024Article
- Palladium-catalyzed cross-coupling of alcohols with olefins by positional tuning of a counteranion.Science (New York, N.Y.) · 2024Article
- Electrocatalytic continuous flow chlorinations with iodine(I/III) mediators.Nature communications · 2024Article
- Silver-Catalyzed (Journal of the American Chemical Society · 2024Article
- Benzylic C(spBeilstein journal of organic chemistry · 2024Review
- Oxidative fluorination with Selectfluor: A convenient procedure for preparing hypervalent iodine(V) fluorides.Beilstein journal of organic chemistry · 2024Article
- Iodanyl Radical Catalysis.Accounts of chemical research · 2023Article
- Toward a General Protocol for Catalytic Oxidative Transformations Using Electrochemically Generated Hypervalent Iodine Species.The Journal of organic chemistry · 2023Article
- Catalytic, Regioselective 1,4-Fluorodifunctionalization of Dienes.Angewandte Chemie (International ed. in English) · 2023Article
- Two-step continuous-flow synthesis of 6-membered cyclic iodonium salts via anodic oxidation.Beilstein journal of organic chemistry · 2023Article
- Skeletal Ring Contractions via I(I)/I(III) Catalysis: Stereoselective Synthesis ofACS catalysis · 2022Article
- Electrochemistry and Reactivity of Chelation-stabilized Hypervalent Bromine(III) Compounds.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Para-Fluorination of Anilides Using Electrochemically Generated Hypervalent Iodoarenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Photons or Electrons? A Critical Comparison of Electrochemistry and Photoredox Catalysis for Organic Synthesis.Chemical reviews · 2022Review
- In Silico Design, Synthesis, and Biological Evaluation of Anticancer Arylsulfonamide Endowed with Anti-Telomerase Activity.Pharmaceuticals (Basel, Switzerland) · 2022Article
- Recent Updates on Electrogenerated Hypervalent Iodine Derivatives and Their Applications as Mediators in Organic Electrosynthesis.Frontiers in chemistry · 2022Review
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Fluorinated alkyl groups are important motifs in bioactive compounds, positively influencing pharmacokinetics, potency and conformation. The oxidative difluorination of alkenes represents an important strategy for their preparation, yet current methods are limited in their alkene-types and tolerance of electron-rich, readily oxidized functionalities, as well as in their safety and scalability. Herein, we report a method for the difluorination of a number of unactivated alkene-types that is tolerant of electron-rich functionality, giving products that are otherwise unattainable. Key to success is the electrochemical generation of a hypervalent iodine mediator using an "ex-cell" approach, which avoids oxidative substrate decomposition. The more sustainable conditions give good to excellent yields in up to decagram scales.
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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.