ArticleAngewandte Chemie (International ed. in English)2021
Enantioselective, Visible Light Mediated Aza Paternò-Büchi Reactions of Quinoxalinones.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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Who cites it
20 citing papers in PubMed, 93 citations in OpenAlex.
- Intermolecular Aza Paternò-Büchi Reaction ofPrecision chemistry · 2026Article
- Bifunctional Photocatalysts: Exploiting Proximity for Enhanced Reaction Performance.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- A Unified Synthetic Approach to 2-Alkyl Azetidines, Oxetanes, Thietanes and Cyclobutanes from Unactivated Alkenes.Journal of the American Chemical Society · 2025Article
- Privileged Chiral Photocatalysts.Angewandte Chemie (International ed. in English) · 2025Review
- An unconventional photochemical tetrahydroisoquinoline synthesis from sulfonylimines and alkenes.Chem · 2025Article
- Radical-Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Photocatalyzed Epimerization of Quaternary Stereocenters.Journal of the American Chemical Society · 2025Article
- Modular Synthesis of Dehydroprolines by an Energy-Transfer Enabled Cloke-Wilson Rearrangement.Angewandte Chemie (International ed. in English) · 2025Article
- Asymmetric photoreactions catalyzed by chiral ketones.RSC advances · 2025Review
- A modular synthesis of azetidines from reactive triplet imine intermediates using an intermolecular aza Paternò-Büchi reaction.Nature catalysis · 2025Article
- A Paternò-Büchi Reaction of Aromatics with Quinones under Visible Light Irradiation.Molecules (Basel, Switzerland) · 2024Article
- Photosensitized [4+2]- and [2+2]-Cycloaddition Reactions of N-Sulfonylimines.Angewandte Chemie (International ed. in English) · 2023Article
- 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
- Intramolecular, Visible-Light-Mediated Aza Paternò-Büchi Reactions of Unactivated Alkenes.Organic letters · 2022Article
- Visible Light-Mediated Dearomative Hydrogen Atom Abstraction/ Cyclization Cascade of Indoles.Angewandte Chemie (International ed. in English) · 2022Article
- Chiral Photocatalyst Structures in Asymmetric Photochemical Synthesis.Chemical reviews · 2022Review
- Construction of Chiral Cyclic Compounds Enabled by Enantioselective Photocatalysis.Molecules (Basel, Switzerland) · 2022Review
- Enantioselective synthesis of heterocyclic compounds using photochemical reactions.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2021Review
- Recent Visible Light and Metal Free Strategies in [2+2] and [4+2] Photocycloadditions.European journal of organic chemistry · 2021Review
- Enantioselective, Visible Light Mediated Aza Paternò-Büchi Reactions of Quinoxalinones.Angewandte Chemie (International ed. in English) · 2021Article
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Authors and funding
4 authors at 1 institution in 1 country.
Funding
Abstract
3-Substituted quinoxalin-2(1H)-ones and various aryl-substituted or tethered olefins underwent an enantioselective, inter- or intramolecular aza Paternò-Büchi reaction upon irradiation at λ=420 nm in the presence of a chiral sensitizer (10 mol %). For the intermolecular reaction with 1-arylethenes as olefin components, the scope of the reaction was studied (14 examples, 50-99 % yield, 86-98 % ee). The absolute and relative configuration of the products were elucidated by single-crystal X-ray crystallography. The reaction is suggested to occur by triplet energy transfer in a hydrogen-bonded 1:1 complex between the imine substrate and the catalyst. The intramolecular cycloaddition, consecutive reactions of the product azetidines, and an alternative reaction mode of quinoxalinones were investigated in preliminary experiments.
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