{
  "abstract": "The conversion of carbocyclic rings into medicinally significant heterocycles represents a promising emerging strategy for molecular remodeling of pharmaceutical lead compounds. The selective activation and functionalization of C(sp3)-C(sp3) bonds, however, remains a formidable challenge for generalizing these methods to saturated rings. We report an operationally straightforward, one-step method for the formal insertion of nitrogen atoms into the skeletal cores of saturated carbocycles. This method leverages the underexplored ability of nitrogen-centered radical intermediates to trigger deconstructive β-scission events, and we have discovered a Cu(II) system that both generates nitrogen-centered radicals directly from sulfonamides and mediates the oxidative cyclization of the ring-opened organoradical intermediates. Given its broad functional group tolerance, scalability, and capacity for late-stage scaffold-hopping, this strategy establishes nitrogen-centered radical-mediated β-scission as a viable, general tool for the synthesis of nitrogen heterocycles by skeletal editing.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin53706, United States."
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 4,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Michael J Zeiler",
      "orcid": "0009-0001-0454-342X"
    },
    {
      "affs": [
        0
      ],
      "name": "Matthieu F Maciejewski",
      "orcid": "0000-0002-3134-9163"
    },
    {
      "affs": [
        0
      ],
      "name": "Cade A MacAllister",
      "orcid": "0000-0001-9689-6486"
    },
    {
      "affs": [
        0
      ],
      "name": "Tehshik P Yoon",
      "orcid": "0000-0002-3934-4973"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/17spmb0bx1h8q.bib",
  "cited_by": 0,
  "doi": "10.1021/jacs.6c15884",
  "fulltext_url": "https://europepmc.org/articles/PMC13693389",
  "id": "17spmb0bx1h8q",
  "issns": [
    "0002-7863",
    "1520-5126"
  ],
  "landing_url": "https://europepmc.org/article/MED/42912310",
  "language": "eng",
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "1605|Radical Photochemical Reactions"
    ]
  ],
  "openalex": "W7221023828",
  "pdf_url": "https://europepmc.org/articles/PMC13693389?pdf=render",
  "pmcid": "PMC13693389",
  "pmid": "42912310",
  "published": "2026-10-01",
  "publisher": null,
  "ris": "https://research.draconitic.com/paper/17spmb0bx1h8q.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:20:14Z",
      "native_id": "MED:42912310",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42912310"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Radical Photochemical Reactions",
      "subfield": "organic"
    }
  ],
  "title": "Copper-Mediated Nitrogen-Atom Migration into Saturated Carbocycles.",
  "title_text": "Copper-Mediated Nitrogen-Atom Migration into Saturated Carbocycles.",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:20:14Z",
  "url": "https://research.draconitic.com/paper/17spmb0bx1h8q",
  "venue": "Journal of the American Chemical Society",
  "versions": []
}