{
  "abstract": "Although alkylated 5-membered heteroarenes are common in pharmaceuticals, there are limited methods to construct them by cross- electrophile coupling. In this report, a systematic study of 5-membered heteroaryl bromides sheds light on an unappreciated reason for this challenge: their relative reactivity spans almost three orders of magnitude and includes examples in the range of aryl iodides and aryl chlorides. By taking this reactivity into consideration, successful conditions were found using PyBCamCN for primary alkyl halides and 4,4'-MeOBpy complexes for secondary alkyl halides (42 examples, 60% average yield).",
  "abstract_shown": true,
  "affiliations": [
    "University of Wisconsin-Madison , , 1101 University Ave , , ,",
    "Eli Lilly andCompany , , ,"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 7,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Benjamin N. Ahern",
      "orcid": "0000-0001-5028-2630"
    },
    {
      "affs": [
        0
      ],
      "name": "J. Gray Cicmanec"
    },
    {
      "affs": [
        1
      ],
      "name": "Abigail N. Smith",
      "orcid": "0000-0003-0921-1835"
    },
    {
      "affs": [
        1
      ],
      "name": "Rachel K. Chambers",
      "orcid": "0000-0002-5747-9855"
    },
    {
      "affs": [
        1
      ],
      "name": "Suhelen Vásquez‐Céspedes",
      "orcid": "0000-0002-5303-9801"
    },
    {
      "affs": [
        1
      ],
      "name": "Nicholas P. R. Onuska",
      "orcid": "0009-0003-9924-8064"
    },
    {
      "affs": [
        0
      ],
      "name": "Daniel J. Weix",
      "orcid": "0000-0002-9552-3378"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/5md7amy9p5am9.bib",
  "cited_by": 5,
  "doi": "10.1021/acscatal.6c03034",
  "fulltext_url": null,
  "id": "5md7amy9p5am9",
  "issns": [
    "2155-5435"
  ],
  "landing_url": "https://doi.org/10.1021/acscatal.6c03034",
  "language": "en",
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "journal",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "1605|Catalytic Cross-Coupling Reactions"
    ]
  ],
  "openalex": "W7163893789",
  "pdf_url": "https://pubs.acs.org/doi/pdf/10.1021/acscatal.6c03034?ref=article_openPDF",
  "pmcid": null,
  "pmid": null,
  "published": "2026-06-08",
  "publisher": "American Chemical Society",
  "ris": "https://research.draconitic.com/paper/5md7amy9p5am9.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T13:26:44Z",
      "native_id": "W7163893789",
      "source": "openalex",
      "url": "https://doi.org/10.1021/acscatal.6c03034"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Catalytic Cross-Coupling Reactions",
      "subfield": "organic"
    }
  ],
  "title": "Cross-Electrophile Coupling of Challenging 5-Membered Heteroaryl Bromides with Alkyl Electrophiles",
  "title_text": "Cross-Electrophile Coupling of Challenging 5-Membered Heteroaryl Bromides with Alkyl Electrophiles",
  "type": "peer-reviewed",
  "updated_at": "2026-11-08T13:20:39Z",
  "url": "https://research.draconitic.com/paper/5md7amy9p5am9",
  "venue": "ACS Catalysis",
  "versions": []
}