{
  "abstract": "A library of twelve polysubstituted pyrroles was synthesized using a flow chemistry (CFC) strategy based on a Vilsmeier-chloroacrolein intermediate. Each step of the multistep sequence was optimized by systematic variation of residence time, temperature, and reactant concentration. The Vilsmeier-mediated formation of chloroacroleins was achieved in 98-100% conversion and 87-99% isolated yield under optimized conditions. The subsequent ring-closing step was investigated using sarcosine ethyl ester hydrochloride (for the N-methyl pyrroles) and glycine methyl ester hydrochloride (for the N-H pyrroles). Addition of Hunig's base significantly enhanced solubility and accelerated cyclization, allowing shorter residence times and improved isolated yields. The optimized flow protocol compared to the previously reported batch synthesis reduces time across the entire four-step synthetic sequence from several days to approximately four hours, improves yield and purity, and minimizes solvent consumption. Notably, synthesis of compound 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester constitutes a formal synthesis of lukianol A and lamellarin O methyl ether.",
  "abstract_shown": true,
  "affiliations": [
    "Department of Chemistry 138 Ur Drive, University of Richmond Virginia 23173 USA egoldman@richmond.edu rdominey@richmond.edu."
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 10,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Kingsley Dwomoh"
    },
    {
      "affs": [
        0
      ],
      "name": "Evelyn Ramirez"
    },
    {
      "affs": [
        0
      ],
      "name": "Felix Minami"
    },
    {
      "affs": [
        0
      ],
      "name": "Carlos Perez Mandry"
    },
    {
      "affs": [
        0
      ],
      "name": "Ariana Kim"
    },
    {
      "affs": [
        0
      ],
      "name": "Edward Chandler"
    },
    {
      "affs": [
        0
      ],
      "name": "Joe West"
    },
    {
      "affs": [
        0
      ],
      "name": "Daniel Fisher"
    },
    {
      "affs": [
        0
      ],
      "name": "Raymond N Dominey"
    },
    {
      "affs": [
        0
      ],
      "name": "Emma W Goldman",
      "orcid": "0009-0002-5796-0208"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/5z2qpqye06t9k.bib",
  "cited_by": 0,
  "doi": "10.1039/d6ra08430c",
  "fulltext_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13726717/?tool=EBI",
  "id": "5z2qpqye06t9k",
  "issns": [
    "2046-2069"
  ],
  "landing_url": "https://europepmc.org/article/PMC/PMC13726717",
  "language": "eng",
  "licence": "CC-BY-NC",
  "licence_label": "CC BY-NC",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Chemistry"
    ],
    [
      "openalex",
      "1605|Synthesis and Characterization of Pyrroles"
    ]
  ],
  "openalex": "W7225080637",
  "pdf_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13726717/pdf/?tool=EBI",
  "pmcid": "PMC13726717",
  "pmid": "42974219",
  "published": "2026-11-02",
  "publisher": "Royal Society of Chemistry",
  "ris": "https://research.draconitic.com/paper/5z2qpqye06t9k.ris",
  "sources": [
    {
      "first_seen": "2026-11-03T15:20:50Z",
      "native_id": "PMC:PMC13726717",
      "source": "europepmc",
      "url": "https://europepmc.org/article/PMC/PMC13726717"
    },
    {
      "first_seen": "2026-11-04T15:20:47Z",
      "native_id": "MED:42974219",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42974219"
    },
    {
      "first_seen": "2026-11-05T12:23:00Z",
      "native_id": "PMC13726717",
      "source": "pmc",
      "url": "https://doi.org/10.1039/d6ra08430c"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Synthesis and Characterization of Pyrroles",
      "subfield": "organic"
    }
  ],
  "title": "Flow synthesis of polysubstituted pyrroles via a Vilsmeier–chloroacrolein strategy",
  "title_text": "Flow synthesis of polysubstituted pyrroles via a Vilsmeier–chloroacrolein strategy",
  "type": "peer-reviewed",
  "updated_at": "2026-11-06T12:22:36Z",
  "url": "https://research.draconitic.com/paper/5z2qpqye06t9k",
  "venue": "RSC advances",
  "versions": []
}