{
  "abstract": "Novel [3+2] annulations between imines and 1,3-diacyl gold carbenes have been developed to provide 2-acyl-3-aminopyrrole derivatives efficiently. Mechanistic studies suggest that the reaction is initiated by nucleophilic addition of the imine to the 1,3-diacyl gold carbene, generating a gold carbene-imine intermediate that undergoes intramolecular carbocyclization involving the three-carbon 1,3-dicarbonyl unit and the C═N bond to furnish the pyrrole framework. A competitive reaction in this gold catalysis is the Wolff reaction of the 1,3-diacyl gold carbenes when ynone substrates comprise bulky ketones. Density functional theory (DFT) calculations for the reaction of species 1a with 2a reveal that the [3+2] annulation pathway is energetically more favorable than the competing Wolff rearrangement.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Chemistry and College of Semiconductor Research Institute, National Tsing Hua University, Hsinchu300, Taiwan, ROC."
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 5,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Vikas Ashokrao Sadaphal",
      "orcid": "0009-0002-0558-1628"
    },
    {
      "affs": [
        0
      ],
      "name": "Satish Bhausaheb Dawange"
    },
    {
      "affs": [
        0
      ],
      "name": "Pei-Qin Liao"
    },
    {
      "affs": [
        0
      ],
      "name": "Hsin-Ru Wu"
    },
    {
      "affs": [
        0
      ],
      "name": "Rai-Shung Liu",
      "orcid": "0000-0002-2011-8124"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/9mvth7nq5zme1.bib",
  "cited_by": 0,
  "doi": "10.1021/acs.orglett.6c03682",
  "fulltext_url": "https://europepmc.org/articles/PMC13660405",
  "id": "9mvth7nq5zme1",
  "issns": [
    "1523-7060",
    "1523-7052"
  ],
  "landing_url": "https://europepmc.org/article/MED/42912229",
  "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|Catalytic Alkyne Reactions"
    ]
  ],
  "openalex": "W7214609864",
  "pdf_url": "https://europepmc.org/articles/PMC13660405?pdf=render",
  "pmcid": "PMC13660405",
  "pmid": "42912229",
  "published": "2026-10-01",
  "publisher": null,
  "ris": "https://research.draconitic.com/paper/9mvth7nq5zme1.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:20:14Z",
      "native_id": "MED:42912229",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42912229"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Catalytic Alkyne Reactions",
      "subfield": "organic"
    }
  ],
  "title": "Controlling the Reactivity of 1,3-Diacyl-2-gold Carbenes: [3+2] Annulation with External Imines over Wolff Rearrangement.",
  "title_text": "Controlling the Reactivity of 1,3-Diacyl-2-gold Carbenes: [3+2] Annulation with External Imines over Wolff Rearrangement.",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:20:14Z",
  "url": "https://research.draconitic.com/paper/9mvth7nq5zme1",
  "venue": "Organic letters",
  "versions": []
}