{
  "source": "ORD Dataset Wishlist",
  "snapshot_date": "2026-09-25",
  "ord_wishlist_status_at_snapshot": "Available",
  "ord_wishlist_card": "https://github.com/orgs/open-reaction-database/projects/11?pane=issue&itemId=126570091",
  "ord_data_issue": null,
  "title": "High-Throughput Discovery and Evaluation of a General Catalytic Method for N-Arylation of Weakly Nucleophilic Sulfonamides",
  "doi": "10.1021/acs.orglett.9b03380",
  "journal": "Org Lett",
  "publication_date": "2019-10-25",
  "authors": [
    "Joseph Becica",
    "Damian P. Hruszkewycz",
    "Janelle E. Steves",
    "Jennifer M. Elward",
    "David C. Leitch",
    "Graham E. Dobereiner"
  ],
  "article_open_access": {
    "status": "closed",
    "license": null
  },
  "dataset_size_estimate": 336,
  "experiment_type": null,
  "ord_priority": null,
  "ord_difficulty": null,
  "source_data_kind": "si_pdf_tables",
  "smiles_in_source": "no",
  "needs_author_contact": false,
  "data_locations": [
    {
      "url": "https://pubs.acs.org/doi/suppl/10.1021/acs.orglett.9b03380",
      "what": "Org. Lett. 2019, 21, 8981-8986 Supporting Information (tabulated HTE data per the ORD board notes). The listing returned HTTP 403 (bot challenge).",
      "license": "ACS publisher copyright (article closed access)"
    },
    {
      "url": "https://doi.org/10.26434/chemrxiv.9108461.v2",
      "what": "ChemRxiv preprint of the same work (v2, posted 2019-09-06). Whether it has SI or data files is unknown because the ChemRxiv API was behind a Cloudflare challenge.",
      "license": "CC BY-NC-ND 4.0 (per Crossref)"
    }
  ],
  "notes": "Org. Lett. 2019, 21, 8981-8986 (DOI 10.1021/acs.orglett.9b03380). A targeted high-throughput experimentation campaign (about 336 reactions) identified Pd/AdBippyPhos as a general catalyst for N-arylation of weakly nucleophilic sulfonamides to N,N-diaryl sulfonamides, with ligand steric parametrisation. The tabulated HTE data is in the Supporting Information. A preprint is on ChemRxiv (DOI 10.26434/chemrxiv.9108461.v2, CC BY-NC-ND 4.0), but whether it carries the same SI is unverified. The journal article is closed access. No machine-readable data file or SMILES is known. Ligands, precatalysts and substrates must be converted to SMILES or named identifiers. Pitfalls: HTE yields are probably assay yields (HPLC or UPLC against an internal standard) and must be labelled as such, and the ligand screen and the substrate scope should be kept distinct.",
  "verification_caveats": "Several ligand screens plus substrate scope. Assay versus isolated yields must be distinguished. Bulky phosphine ligands (AdBippyPhos and others) need correct SMILES or named identifiers. Some wells may report only conversion or product/internal-standard ratios."
}