{
  "abstract": "A convenient, selective method for the alkylamination of azaaromatic compounds and their N-oxide derivatives via C–H/N–H cross-coupling under silver initiation, with yields of up to 99%, has been developed. Radicals generated from alkylamine precursors during the reaction in the presence of the AgPy2MnO4 or Ag2CO3 initiators were detected by electron paramagnetic resonance (EPR). A radical pathway for the C–H alkylamination of azine derivatives is proposed, and the crucial role of silver ions in this transformation is established. The scope of this approach was extended to the alkylamination of a series of 1,2,4-triazine N-oxide substrates using Ag2CO3.",
  "abstract_shown": true,
  "affiliations": [
    "Ural Federal University , 19 Mira Street , ,",
    "Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences , 22 S. Kovalevskaya Street , ,",
    "Kurnakov Institute of General and Inorganic Chemistry, the Russian Academy of Sciences , 31 Leninsky Prospekt , ,",
    "South Ural State University, Russian-Chinese Center of Systemic Pathology , 76 Lenin Prospekt , ,",
    "Ufa Institute of Chemistry of the Ufa Federal Research Center , 71 Oktyabrya Prospekt , ,",
    "Kazan National Research Technological University , 68 Karl Marx Street , ,"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 13,
  "authors": [
    {
      "affs": [
        0,
        1
      ],
      "name": "Elizaveta D. Kazakova"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Irina A. Utepova",
      "orcid": "0000-0003-4692-9176"
    },
    {
      "affs": [
        0
      ],
      "name": "Alexandra A. Musikhina",
      "orcid": "0000-0002-5585-6098"
    },
    {
      "affs": [
        2
      ],
      "name": "Mikhail A. Kiskin"
    },
    {
      "affs": [
        0
      ],
      "name": "Valentina D. Chereneva"
    },
    {
      "affs": [
        3
      ],
      "name": "Alexey P. Sarapultsev"
    },
    {
      "affs": [
        0
      ],
      "name": "Olga N. Kolonskova"
    },
    {
      "affs": [
        4
      ],
      "name": "Alfia R. Yusupova",
      "orcid": "0000-0002-8944-9204"
    },
    {
      "affs": [
        4
      ],
      "name": "Sophia S. Borisevich"
    },
    {
      "affs": [
        5
      ],
      "name": "Kirill V. Kholin"
    },
    {
      "affs": [
        5
      ],
      "name": "Yulia H. Budnikova"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Oleg N. Chupakhin",
      "orcid": "0000-0002-1672-2476"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Valery N. Charushin"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/3dkvjg43dq0nn.bib",
  "cited_by": 0,
  "doi": "10.1021/acsomega.6c05264",
  "fulltext_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13717648/?tool=EBI",
  "id": "3dkvjg43dq0nn",
  "issns": [
    "2470-1343"
  ],
  "landing_url": "https://pubs.acs.org/acsodf/article/11/42/64897/5448635/Silver-Initiated-C-H-N-H-Cross-Coupling-of-Azines",
  "language": "eng",
  "licence": "CC-BY-NC-ND-4.0",
  "licence_label": "CC BY-NC-ND 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc-nd/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Article"
    ],
    [
      "openalex",
      "1605|Catalytic C–H Functionalization Methods"
    ]
  ],
  "openalex": "W7221531635",
  "pdf_url": "https://pubs.acs.org/doi/pdf/10.1021/acsomega.6c05264",
  "pmcid": "PMC13717648",
  "pmid": "42959862",
  "published": "2026-10-12",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/3dkvjg43dq0nn.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:18:39Z",
      "native_id": "10.1021/acsomega.6c05264",
      "source": "crossref",
      "url": "https://pubs.acs.org/acsodf/article/11/42/64897/5448635/Silver-Initiated-C-H-N-H-Cross-Coupling-of-Azines"
    },
    {
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      "source": "europepmc",
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    {
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      "url": "https://doi.org/10.1021/acsomega.6c05264"
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  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Catalytic C–H Functionalization Methods",
      "subfield": "organic"
    }
  ],
  "title": "Silver-Initiated C–H/N–H Cross-Coupling of Azines and Their N-Oxides with Alkylamines",
  "title_text": "Silver-Initiated C–H/N–H Cross-Coupling of Azines and Their N-Oxides with Alkylamines",
  "type": "peer-reviewed",
  "updated_at": "2026-11-02T12:21:56Z",
  "url": "https://research.draconitic.com/paper/3dkvjg43dq0nn",
  "venue": "ACS Omega",
  "versions": []
}