ACS Publications. Most Trusted. Most Cited. Most Read
Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling

OR SEARCH CITATIONS

My Activity
Publications

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:Org. Lett. 2025, 27, 19, 4933-4939
    Letter

    Nickel/Photoredox Dual-Catalyzed, Regioselective 1,2-Carboacylation of Alkenes via Synergistic Alkyl and Benzoyl Radical Coupling
    Click to copy article linkArticle link copied!

    • Xian-Chen He
      Xian-Chen He
      College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
      More by Xian-Chen He
    • Jie Gao
      Jie Gao
      College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
      More by Jie Gao
    • Li Yang
      Li Yang
      College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
      More by Li Yang
    • Kai Chen*
      Kai Chen
      College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
      *Kai Chen, E-mail: [email protected]
      More by Kai Chen
      Orcidhttps://orcid.org/0000-0003-1012-0383
    • Hua Yang*
      Hua Yang
      College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China
      *Hua Yang, E-mail: [email protected]
      More by Hua Yang
      Orcidhttps://orcid.org/0000-0002-5518-5255
    Other Access OptionsSupporting Information (1)

    Organic Letters

    Cite this: Org. Lett. 2025, 27, 19, 4933–4939
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.5c01230
    Published May 2, 2025
    Copyright © 2025 American Chemical Society
    Request reuse permissions

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    A regioselective 1,2-carboacylation protocol of alkenes via nickel/photoredox dual catalysis has been successfully developed under mild conditions. A wide range of alkyl bromides, α-oxocarboxylic acids, and styrenes proved to be compatible under the optimized conditions, affording the corresponding 1,2-carboacylation products in up to 91% yields. Mechanistically, the key to the success of this approach is the temporal orchestration of radical generation: nickel-catalyzed halogen atom transfer (XAT) for alkyl bromides and photoredox-driven decarboxylation for α-oxocarboxylic acids.

    Copyright © 2025 American Chemical Society

    Subjects

    what are subjects

    Purchase This Content

    Single Article Purchase is temporarily unavailable. Please try again in a few hours.

    Supporting Information

    Click to copy section linkSection link copied!

    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.orglett.5c01230.

    • Experimental procedures and characterization data, including NMR spectra (PDF)

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    Click to copy section linkSection link copied!

    This article has not yet been cited by other publications.

    Download PDF
    Go to Organic Letters
    Get e-Alerts

    Organic Letters

    Cite this: Org. Lett. 2025, 27, 19, 4933–4939
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.5c01230
    Published May 2, 2025
    Copyright © 2025 American Chemical Society
    Request reuse permissions

    Article Views

    2106

    Altmetric

    -

    Citations

    -
    Learn about these metrics

    Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

    Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

    The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.