{
  "abstract": "A guanidinium iodide-catalyzed oxidative fluorination of β-ketoamides enables umpolung α-fluorination, replacing iodoarenes with a simple iodide source. Using HF•Pyridine as the fluoride source, mCPBA as the oxidant in dichloroethane, quaternary α-fluoro-β-ketoamides are obtained in up to 92% yield with broad substrate scope, tolerating aromatic, aliphatic and acyclic systems. Mechanistic studies identify hypoiodous and/or iodous acids as the catalytic species, while the guanidinium cation enhances both solubility and reactivity.",
  "abstract_shown": true,
  "affiliations": [],
  "article_type": null,
  "arxiv": null,
  "author_total": 5,
  "authors": [
    {
      "name": "Toma Osawa"
    },
    {
      "name": "Hayate Ishizuka"
    },
    {
      "name": "Takashi Yamazaki"
    },
    {
      "name": "Kazuo Nagasawa"
    },
    {
      "name": "Dominique Cahard"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/aggwzw58fqbrg.bib",
  "cited_by": 0,
  "doi": "10.1021/acs.orglett.6c03154",
  "fulltext_url": null,
  "id": "aggwzw58fqbrg",
  "issns": [
    "1523-7060",
    "1523-7052"
  ],
  "landing_url": "https://hal.science/hal-05746655v1",
  "language": "en",
  "licence": "CC-BY-4.0",
  "licence_label": "CC BY 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "hal",
      "0.chim"
    ],
    [
      "hal",
      "1.chim.orga"
    ],
    [
      "openalex",
      "3003|Fluorine in Organic Chemistry"
    ]
  ],
  "openalex": "W7212115849",
  "pdf_url": "https://hal.science/hal-05746655/document",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-10",
  "publisher": "American Chemical Society",
  "ris": "https://research.draconitic.com/paper/aggwzw58fqbrg.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:33Z",
      "native_id": "hal-05746655",
      "source": "hal",
      "url": "https://hal.science/hal-05746655v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "hal:1.chim.orga",
      "subfield": "organic"
    }
  ],
  "title": "Oxidative Fluorination of β-Ketoamides: Guanidinium Iodides as Iodoarene Alternatives",
  "title_text": "Oxidative Fluorination of β-Ketoamides: Guanidinium Iodides as Iodoarene Alternatives",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:17:33Z",
  "url": "https://research.draconitic.com/paper/aggwzw58fqbrg",
  "venue": "Organic Letters",
  "versions": []
}