ArticleAngewandte Chemie (International ed. in English)2017
Photoredox Generation of Carbon-Centered Radicals Enables the Construction of 1,1-Difluoroalkene Carbonyl Mimics.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 57 papers.
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Who cites it
57 citing papers in PubMed.
- On-DNA photochemical methods for expanding DNA-encoded library (DEL) chemical space.RSC medicinal chemistry · 2026Review
- β-Acyloxyl alkenyl amide synthesis via multiple defluorination: α-Trifluoromethyl ketone-amine as synergystic peptide coupling reagent.Science advances · 2025Article
- Redox-neutral photocatalytic cleavage andScience advances · 2025Article
- Hydrocyclization/Defluorination of CFAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Enhancing Electron Donor-Acceptor Complex Photoactivation with a Stable Perylene Diimide Metal-Organic Framework.Journal of the American Chemical Society · 2025Article
- New Opportunities to Access Fluorinated Molecules Using Organophotoredox Catalysis via C(spJACS Au · 2025Review
- Alkene Carboxy-Alkylation via COJournal of the American Chemical Society · 2024Article
- Chemodivergent alkylation of trifluoromethyl alkenesGreen chemistry : an international journal and green chemistry resource : GC · 2024Article
- Tetrafluoroisopropylation of alkenes and alkynes enabled by photocatalytic consecutive difluoromethylation with CFNature communications · 2024Article
- Red-light-mediated copper-catalyzed photoredox catalysis promotes regioselectivity switch in the difunctionalization of alkenes.Nature communications · 2024Article
- Photoinduced Triphenylphosphine and Iodide Salt Promoted Reductive Decarboxylative Coupling.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- A review of frustrated Lewis pair enabled monoselective C-F bond activation.Chemical science · 2024Review
- Synthetic Advantages of Defluorinative C-F Bond Functionalization.Angewandte Chemie (International ed. in English) · 2023Review
- Photoredox-catalyzed diastereoselective dearomative prenylation and reverse-prenylation of electron-deficient indole derivatives.Nature communications · 2023Article
- Photoredox radical/polar crossover enables C-HChemical science · 2023Article
- Stereospecific Nickel-Catalyzed Cross-Electrophile Coupling Reaction of Alkyl Mesylates and Allylic Difluorides to Access Enantioenriched Vinyl Fluoride-Substituted Cyclopropanes.ACS catalysis · 2023Article
- Transition metal-free photochemical C-F activation for the preparation of difluorinated-oxindole derivatives.Chemical science · 2023Article
- Photochemical Methods Applied to DNA Encoded Library (DEL) Synthesis.Accounts of chemical research · 2023Article
- Experimental and computational insights into the mechanism of FLP mediated selective C-F bond activation.Chemical science · 2023Article
- Electrochemical Synthesis of gem-Difluoro- and γ-Fluoro-Allyl Boronates and Silanes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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Authors and funding
4 authors.
Funding
Abstract
Described is a facile, scalable route to access functional-group-rich gem-difluoroalkenes. Using visible-light-activated catalysts in conjunction with an arsenal of carbon-radical precursors, an array of trifluoromethyl-substituted alkenes undergoes radical defluorinative alkylation. Nonstabilized primary, secondary, and tertiary radicals can be used to install functional groups in a convergent manner, which would otherwise be challenging by two-electron pathways. The process readily extends to other perfluoroalkyl-substituted alkenes. In addition, we report the development of an organotrifluoroborate reagent to expedite the synthesis of the requisite trifluoromethyl-substituted alkene starting materials.
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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.