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July 1, 2001Advanced Synthesis & Catalysis

Innovation of Hydrocarbon Oxidation with Molecular Oxygen and Related Reactions

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Authors

YIYasutaka IshiiKansai UniversitySSSatoshi SakaguchiKansai UniversityTITakahiro IwahamaKansai University

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Implication

Methodological study demonstrates aerobic hydrocarbon oxidation using N-hydroxyphthalimide catalysis under mild conditions, highlighting scalable pathways for industrial organic synthesis.

Key Points

  • To develop and evaluate catalytic systems using N-hydroxyphthalimide (NHPI) for the aerobic oxidation and radical functionalization of hydrocarbons under mild conditions.
  • Combined N-hydroxyphthalimide (NHPI) with transition metals (including cobalt and manganese) and molecular oxygen or air to generate catalytic carbon radicals.
  • Tested oxidation and functionalization across diverse substrates including alkanes, alkylbenzenes, xylenes, methylpyridines, alcohols, alkynes, and alkenes under mild temperature and pressure.
  • Investigated extended reactions including alkene epoxidation, carbon monoxide carboxylation, nitrogen dioxide nitration, sulfur dioxide sulfonation, and carbon-carbon bond formations.
  • Oxidized alkanes to alcohols, ketones, and dicarboxylic acids, and converted xylenes and methylpyridines to phthalic and pyridinecarboxylic acids in good yields.
  • Achieved selective alkene epoxidation and transformation of alcohols to carbonyl compounds and alkynes to ynones using in situ-generated peroxides.
  • Demonstrated catalytic alkane carboxylation with carbon monoxide, nitration with nitrogen dioxide, sulfonation with sulfur dioxide, and carbon-carbon bond construction with alkenes.

Cite This Study

Ishii et al. (2001) studied this question.

synapsesocial.com/papers/6a7b4cec5968508e56f3f9ffhttps://doi.org/10.1002/1615-4169(200107)343:5<393::aid-adsc393>3.0.co;2-k
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Progress and perspectives on NHPI and immobilized NHPI catalysts in organocatalytic aerobic oxidation2026
  2. 2An Investigation of N-Hydroxyphthalimide Catalyzed Aerobic Oxidation of Toluene without Metal Ions in Liquid Phase: Effect of Solvents and Phase Transfer Catalysts2024 · 10 citations
  3. 3Microwave‐Assisted Oxidation with Catalyzed by <i>N</i>‐Hydroxyphtalimide Derivatives2025
  4. 4Heterogeneous Aerobic Oxidation With Molecular Oxygen: A Versatile Platform for Sustainable Production of Oxygenates and Nitrogen-Containing Chemicals.2026
  5. 5Atomically Dispersed Iron‐Catalyzed Aerobic Hydroxylation of Allylic and Propargylic C─H Bonds2026