{
  "abstract": "A convenient and scalable synthetic approach enabling multigram access to three heterabicyclo[4.1.1]octane families – 2-azabicyclo[4.1.1]octane, 2,5-diazabicyclo[4.1.1]octane, and 2-oxa-5-azabicyclo[4.1.1]octane – is described. Starting f rom readily available cis -1,3-disubstituted cyclobutanes, the target scaf folds were obtained by the common lactamization – amide reduction strategy, providing access to the (mono)protected (di)amines as ready-to-use building blocks. Representative members were characterized by single-crystal X-ray diffraction studies, and basicity (p K a ) and lipophilicity (Log P ) were determined for selected compounds. These rigid f rameworks can be considered as saturated analogs of the azepane, 1,4-diazepane, and 1,4-oxazepane rings.",
  "abstract_shown": true,
  "affiliations": [
    "Enamine Ltd., Winston Churchill Street 78, Kyїv, Ukraine, 02094",
    "Lesya Ukrainka Volyn National University, Voli Avenue 13, Lutsk, Ukraine, 43025",
    "Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyїv, Ukraine, 01601",
    "Enamine Scientific Research Institute, Winston Churchill Street 67, Kyїv, Ukraine, 02094",
    "V. P. Kukhar Institute of Bioorganic Chemistry & Petrochemistry, National Academy of Sciences of Ukraine, Akademik Kukhar Street 1, Kyїv, Ukraine, 02066",
    "Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Akademik Kukhar Street 5, Kyїv, Ukraine, 02066"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 10,
  "authors": [
    {
      "affs": [
        0,
        1
      ],
      "name": "Ivan V. Mazurenko"
    },
    {
      "affs": [
        0,
        2
      ],
      "name": "Yevhen M. Ivon"
    },
    {
      "affs": [
        1
      ],
      "name": "Nataliia Y. Slyvka"
    },
    {
      "affs": [
        2,
        3
      ],
      "name": "Olena D. Semoshkina"
    },
    {
      "affs": [
        2,
        3
      ],
      "name": "Oleksandr S. Liashuk"
    },
    {
      "affs": [
        0,
        2
      ],
      "name": "Dmytro Lesyk"
    },
    {
      "affs": [
        0,
        4
      ],
      "name": "Petro Borysko"
    },
    {
      "affs": [
        0,
        2
      ],
      "name": "Viktor Yakubovskyi"
    },
    {
      "affs": [
        5
      ],
      "name": "Svetlana V. Shishkina"
    },
    {
      "affs": [
        0,
        2,
        3
      ],
      "name": "Oleksandr O. Grygorenko",
      "orcid": "0000-0002-6036-5859"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/e6mpfeva2cfq1.bib",
  "cited_by": 0,
  "doi": "10.26434/chemrxiv.15008479/v1",
  "fulltext_url": null,
  "id": "e6mpfeva2cfq1",
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  "landing_url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008479/v1",
  "language": null,
  "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|Advanced Synthetic Organic Chemistry"
    ]
  ],
  "openalex": "W7211971225",
  "pdf_url": "https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15008479/v1",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-08",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/e6mpfeva2cfq1.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:17Z",
      "native_id": "10.26434/chemrxiv.15008479",
      "source": "chemrxiv",
      "url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008479/v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Advanced Synthetic Organic Chemistry",
      "subfield": "organic"
    }
  ],
  "title": "Multigram Synthesis of Heterabicyclo[4.1.1]octanes: Conformationally Restricted Azepane Analogs for Drug Discovery",
  "title_text": "Multigram Synthesis of Heterabicyclo[4.1.1]octanes: Conformationally Restricted Azepane Analogs for Drug Discovery",
  "type": "preprint",
  "updated_at": "2026-10-30T12:17:17Z",
  "url": "https://research.draconitic.com/paper/e6mpfeva2cfq1",
  "venue": "ChemRxiv",
  "versions": []
}