ArticleAngewandte Chemie (International ed. in English)2021
Alternating Current Electrolysis as Efficient Tool for the Direct Electrochemical Oxidation of Hydroxamic Acids for Acyl Nitroso Diels-Alder Reactions.
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 14 papers.
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14 citing papers in PubMed, 49 citations in OpenAlex.
- Metal-Free Electrochemical Construction of Oxygen Heterocycles.Accounts of chemical research · 2026Article
- Alternating-Polarity Electrolysis Enables Efficient Enantioselective Semipinacol Rearrangement Using Sodium Chloride.Journal of the American Chemical Society · 2026Article
- Floquet States of Chemoselective Alternating Current Electrosynthesis.Journal of the American Chemical Society · 2026Article
- Applying asymmetric-waveform alternating current in nickel-catalyzed asymmetric reductive cross-coupling.Nature communications · 2026Article
- Catalytic Generation of Nitrosocarbonyls Under Mild Conditions: Advances, Challenges, and Opportunities.ChemSusChem · 2026Review
- Origin of Selectivity in Alternating Current-Enabled Partial Reduction of (Hetero)Arenes: A Case Study of Two Consecutive Irreversible Electrochemical Steps.Journal of the American Chemical Society · 2025Article
- Beyond Conventional Organic Electrosynthesis: The Role of Fluorinated Solvents.ACS electrochemistry · 2025Review
- Revisiting Alternating Current Electrolysis for Organic Synthesis.Current opinion in electrochemistry · 2024Article
- The Development and Mechanistic Study of an Iron-Catalyzed Intramolecular Nitroso Ene Reaction of Nitroarenes.ACS catalysis · 2023Article
- Electrochemical hydrogen isotope exchange of amines controlled by alternating current frequency.Faraday discussions · 2023Article
- Overcoming the Potential Window-Limited Functional Group Compatibility by Alternating Current Electrolysis.Journal of the American Chemical Society · 2023Article
- Controlling One- or Two-Electron Oxidation for Selective Amine Functionalization by Alternating Current Frequency.Journal of the American Chemical Society · 2022Article
- Working at the interfaces of data science and synthetic electrochemistry.Tetrahedron chem · 2022Article
- Alternating Current Electrolysis as Efficient Tool for the Direct Electrochemical Oxidation of Hydroxamic Acids for Acyl Nitroso Diels-Alder Reactions.Angewandte Chemie (International ed. in English) · 2021Article
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Authors and funding
2 authors at 1 institution in 1 country.
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No grant is acknowledged in the PubMed record.
Abstract
The acyl nitroso Diels-Alder reaction of 1,3-dienes with electrochemically oxidised hydroxamic acids is described. By using alternating current electrolysis, their typical electro-induced decomposition could be suppressed in favour of the 1,2-oxazine cycloaddition products. The reaction was optimised using Design of Experiments (DoE) and a sensitivity test was conducted. A mixture of triethylamine/hexafluoroisopropanol served as supporting electrolyte in dichloromethane, thus giving products of high purity after evaporation of the volatiles without further purification. The optimised reaction conditions were applied to various 1,3-dienes and hydroxamic acids, giving up to 96 % isolated yield.
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