{
  "abstract": "A triethanolamine (TEOA)-catalyzed, one-pot, three-component reaction of 4-hydroxycoumarin, aldehydes, and malononitrile was developed as a highly atom-economic domino protocol for the synthesis of biologically significant 4H-pyrano[3,2-c]coumarins. This cascade sequence proceeds through the successive formation of three new σ bonds (two C—C and one C—O). The protocol exhibited a broad substrate scope and proceeded rapidly and efficiently in methanol at ambient temperature or in water at 85 °C. 4H-Pyrano[3,2-c]coumarins were isolated in 51–95% yields using a simple workup without column chromatography. Sustained TEOA catalytic activity across seven consecutive cycles was demonstrated. Gram- and decagram-scale protocols were elaborated, and the plausible mechanistic pathway was proposed in this study.",
  "abstract_shown": true,
  "affiliations": [
    "Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City 11884, Cairo, Egypt",
    "Department of Chemistry and Biochemistry, College of Medicine, Al-Iraqia University, Baghdad 7366, Iraq",
    "Department of Basic Science, Faculty of Technology and Education, Capital University, Cairo 11281, Egypt",
    "Chemistry Department, Faculty of Women for Art, Science and Education, Ain Shams University, Heliopolis 11757, Cairo, Egypt",
    "Organometallic and Organometalloid Chemistry Department, National Research Centre, 33 ElBohouth St., (Former El Tahrir) Dokki, Giza 12622, Egypt",
    "Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90-363 Łódź, Poland",
    "Department of Chemistry, Oakland University, 146 Library Dr., Rochester, MI 48309-4479, USA"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 7,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Essam M. Eliwa",
      "orcid": "0000-0001-5570-1427"
    },
    {
      "affs": [
        1
      ],
      "name": "Atheer A. Mahmood",
      "orcid": "0000-0002-2045-6887"
    },
    {
      "affs": [
        2
      ],
      "name": "Rania S. Ali"
    },
    {
      "affs": [
        3
      ],
      "name": "Marwa ElS. Ahmed"
    },
    {
      "affs": [
        0
      ],
      "name": "Abdullah A. Ahmed"
    },
    {
      "affs": [
        4
      ],
      "name": "Ewies F. Ewies",
      "orcid": "0000-0002-4832-5766"
    },
    {
      "affs": [
        5,
        6
      ],
      "name": "Roman Dembinski",
      "orcid": "0000-0002-2608-9694"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/af1n8cggf10g9.bib",
  "cited_by": 0,
  "doi": "10.3390/molecules31193541",
  "fulltext_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13667214/?tool=EBI",
  "id": "af1n8cggf10g9",
  "issns": [
    "1420-3049"
  ],
  "landing_url": "https://europepmc.org/article/PMC/PMC13667214",
  "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|Multicomponent Synthesis of Heterocycles"
    ]
  ],
  "openalex": "W7220417782",
  "pdf_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13667214/pdf/?tool=EBI",
  "pmcid": "PMC13667214",
  "pmid": null,
  "published": "2026-10-01",
  "publisher": "MDPI AG",
  "ris": "https://research.draconitic.com/paper/af1n8cggf10g9.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:31Z",
      "native_id": "PMC:PMC13667214",
      "source": "europepmc",
      "url": "https://europepmc.org/article/PMC/PMC13667214"
    },
    {
      "first_seen": "2026-10-30T12:18:42Z",
      "native_id": "10.3390/molecules31193541",
      "source": "crossref",
      "url": "https://www.mdpi.com/1420-3049/31/19/3541"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Multicomponent Synthesis of Heterocycles",
      "subfield": "organic"
    }
  ],
  "title": "Triethanolamine-Catalyzed One-Pot Three-Component Domino Annulation Leading to 4H-Pyrano[3,2-c]coumarins: Catalyst Reusability and Decagram-Scale Synthesis",
  "title_text": "Triethanolamine-Catalyzed One-Pot Three-Component Domino Annulation Leading to 4H-Pyrano[3,2-c]coumarins: Catalyst Reusability and Decagram-Scale Synthesis",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:18:42Z",
  "url": "https://research.draconitic.com/paper/af1n8cggf10g9",
  "venue": "Molecules (Basel, Switzerland)",
  "versions": []
}