ArticleChemical science2019
Transition-metal-free α-arylation of oxindoles
Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Synergistic Photoenzymatic Anti-Markovnikov Hydroarylation of Olefins via Heteroaryl Radical Intermediates.Journal of the American Chemical Society · 2025Article
- Iodoarene Activation: Take a Leap Forward toward Green and Sustainable Transformations.Chemical reviews · 2025Review
- Light-assisted functionalization of aryl radicals towards metal-free cross-coupling.Nature reviews. Chemistry · 2025Review
- Photo-induced imino functionalizations of alkenesChemical science · 2023Article
- Sulfonium Salts as Acceptors in Electron Donor-Acceptor Complexes.Angewandte Chemie (International ed. in English) · 2023Review
- Shining light on halogen-bonding complexes: a catalyst-free activation mode of carbon-halogen bonds for the generation of carbon-centered radicals.Chemical science · 2023Review
- 1,3,2-Diazaphospholene-Catalyzed Reductive Cyclizations of Organohalides.Angewandte Chemie (International ed. in English) · 2022Article
- Oxindole synthesisChemical science · 2022Article
- Electrochemical Umpolung C-H Functionalization of Oxindoles.The Journal of organic chemistry · 2022Article
- Construction of sterically congested oxindole derivativesChemical science · 2021Article
- Visible-Light-Driven C-S Bond Formation Based on Electron Donor-Acceptor Excitation and Hydrogen Atom Transfer Combined System.ACS organic & inorganic Au · 2021Article
- α-C(spNatural products and bioprospecting · 2021Review
- Contemporary methods for generation of aryl radicals.Chemical Society reviews · 2021Article
- Synthetic reactions driven by electron-donor-acceptor (EDA) complexes.Beilstein journal of organic chemistry · 2021Review
- Synthetic Methods Driven by the Photoactivity of Electron Donor-Acceptor Complexes.Journal of the American Chemical Society · 2020Article
- Redox-neutral photochemical Heck-type arylation of vinylphenols activated by visible light.Chemical science · 2020Article
- Visible-light-induced intramolecular charge transfer in the radical spirocyclisation of indole-tethered ynones.Chemical science · 2019Article
Corrections and comments
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
An operationally simple photochemical strategy for the direct arylation of oxindoles with (hetero)aryl halides in the absence of both transition metals and photoredox catalysts has been developed. The reaction provides an efficient way to construct various 3-aryloxindole building blocks of pharmaceutical interest at ambient temperature by using household compact fluorescent light (CFL) bulbs as the light source. Preliminarily, mechanistic studies revealed that the intermolecular electron transfer relied on the formation of photon-absorbing electron-donor-acceptor (EDA) complexes between electron-rich oxindole enolates and electron-deficient (hetero)aryl halides, and a radical chain mechanism was operative.
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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.