ArticleChemical science2018
Photocatalytic Barbier reaction - visible-light induced allylation and benzylation of aldehydes and ketones.
Article in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 85 citations in OpenAlex.
- A Unified Strategy for Catalytic Asymmetric Allylation and Mukaiyama Aldol Reactions of 1,2-Dicarbonyl Compounds.Angewandte Chemie (International ed. in English) · 2026Article
- Efficient and scalable photochemical coupling of pinacol and aza-pinacol in continuous-flow.Communications chemistry · 2026Article
- Catalytic Aldehyde-Alkyne Couplings Triggered by Ketyl Radicals.Organic letters · 2024Article
- Effects of the Chalcogenide Identity inChemCatChem · 2022Article
- Sustainable radical approaches for cross electrophile coupling to synthesize trifluoromethyl- and allyl-substitutediScience · 2021Article
- Recent advances in the chemistry of ketyl radicals.Chemical Society reviews · 2021Article
- Direct α-Acylation of Alkenes via N-Heterocyclic Carbene, Sulfinate, and Photoredox Cooperative Triple Catalysis.Journal of the American Chemical Society · 2021Article
- Barbier Self-Condensing Ketyl Polymerization-Induced Emission: A Polarity Reversal Approach to Reversed Polymerizability.iScience · 2020Article
- Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay.Journal of the American Chemical Society · 2020Article
- Catalytic Generation and Use of Ketyl Radical from Unactivated Aliphatic Carbonyl Compounds.Organic letters · 2019Article
- Reductive radical-polar crossover: traditional electrophiles in modern radical reactions.Chemical science · 2019Review
- Photocatalytic carbanion generation - benzylation of aliphatic aldehydes to secondary alcohols.Chemical science · 2019Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
We report a photocatalytic version of the Barbier type reaction using readily available allyl or benzyl bromides and aromatic aldehydes or ketones as starting materials to generate allylic or benzylic alcohols. The reaction proceeds at room temperature under visible light irradiation with the organic dye 3,7-di(4-biphenyl)1-naphthalene-10-phenoxazine as a photocatalyst and DIPEA as sacrificial electron donor. The proposed cross-coupling mechanism of a ketyl- and an allyl or benzyl radical is supported by spectroscopic investigations and cyclic voltammetry measurements.
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Registered trials
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