ArticleOrganic letters2020
Divergent Photocatalytic Reactions of α-Ketoesters under Triplet Sensitization and Photoredox Conditions.
Article in Organic letters, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed.
- Triplet Energy Transfer-Mediated Intermolecular Paternò-Büchi Reaction for the Synthesis of Trifluoromethylated Oxetanes.Organic letters · 2026Article
- A Unified Synthetic Approach to 2-Alkyl Azetidines, Oxetanes, Thietanes and Cyclobutanes from Unactivated Alkenes.Journal of the American Chemical Society · 2025Article
- A modular synthesis of azetidines from reactive triplet imine intermediates using an intermolecular aza Paternò-Büchi reaction.Nature catalysis · 2025Article
- Oxetanes: formation, reactivity and total syntheses of natural products.Beilstein journal of organic chemistry · 2025Review
- Arylthianthrenium Salts for Triplet Energy Transfer Catalysis.Journal of the American Chemical Society · 2024Article
- Enantioselective Paternò-Büchi Reactions: Strategic Application of a Triplet Rebound Mechanism for Asymmetric Photocatalysis.Journal of the American Chemical Society · 2024Article
- Energy-transfer-induced [3+2] cycloadditions of N-N pyridinium ylides.Nature chemistry · 2023Article
- Oxetane Synthesis via Alcohol C-H Functionalization.Journal of the American Chemical Society · 2023Article
- Unveiling the impact of the light-source and steric factors on [2+2] heterocycloaddition reactions.Nature synthesis · 2023Article
- Photochemical [2 + 2] Cycloaddition of Alkenes with Maleimides: Highlighting the Differences betweenACS organic & inorganic Au · 2023Article
- Sensitizer-controlled photochemical reactivityChemical science · 2022Article
- Article
- Energy- and atom-efficient chemical synthesis with endergonic photocatalysis.Nature reviews. Chemistry · 2022Review
- Dual-resolving of positional and geometric isomers of C=C bonds via bifunctional photocycloaddition-photoisomerization reaction system.Nature communications · 2022Article
- Catalyst-free [2 + 2] photocycloadditions between benzils and olefins under visible light.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2022Article
- Visible light enabled [4+2] annulation reactions for anthracenone-furans from 2,3-dibromonaphthoquinone and phenylbenzofurans.RSC advances · 2021Article
- Photo-induced copper-catalyzed sequential 1,n-HAT enabling the formation of cyclobutanols.Nature communications · 2021Article
- Divergent Photocatalytic Reactions of α-Ketoesters under Triplet Sensitization and Photoredox Conditions.Organic letters · 2020Article
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3 authors.
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Abstract
The long-lived triplet excited states of transition metal photocatalysts can activate organic substrates via either energy- or electron-transfer pathways, and the rates of these processes can be influenced by rational tuning of the reaction conditions. The characteristic reactive intermediates generated, however, are distinct and can exhibit very different reactivity patterns. This mechanistic diversity available to photocatalytic reactions might thus offer an opportunity to engineer divergent reactions that give markedly different chemical outcomes under superficially similar conditions. Herein, we show that the photocatalytic reactions of benzoylformate esters with alkenes can be directed toward either Paternò-Büchi cycloadditions or allylic functionalization reactions under conditions favoring energy transfer or electron transfer, respectively. These studies provide a framework for designing other divergent photocatalytic methods that produce different sets of reaction outcomes under photoredox and triplet sensitization conditions.
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