Articles producció científica> Química Física i Inorgànica

Copper-Catalyzed Borylative Ring Closing C-C Coupling toward Spiro- and Dispiroheterocycles

  • Identification data

    Identifier: imarina:6389389
    Authors:
    Royes JNi SFarré ALa Cascia ECarbó JJCuenca ABMaseras FFernández E
    Abstract:
    © 2018 American Chemical Society. The synthesis of spiroheterocyclic structures with a pendant methylene boronate substituent has been accomplished to promote further functionalization. A Cu-catalyzed borylative ring closing C-C coupling of an alkenyl halide is the key step toward the synthesis of [m.n]-spirocycles (m,n = 3-5). Computational studies on the mechanism reproduced all the experimental trends and explain the enhanced reactivity of systems leading to strained smaller rings. The optimized protocol also gives access to dispirocycle scaffolds, fully characterized by X-ray diffraction.
  • Others:

    Author, as appears in the article.: Royes J; Ni S; Farré A; La Cascia E; Carbó JJ; Cuenca AB; Maseras F; Fernández E
    Department: Química Física i Inorgànica
    URV's Author/s: Carbó Martin, Jorge Juan / Fernández Gutiérrez, Maria Elena / Fernández López, Elena / ROYES BUISAN, JORDI
    Keywords: Spiroheterocyclic structures Dft study Borylative cyclization
    Abstract: © 2018 American Chemical Society. The synthesis of spiroheterocyclic structures with a pendant methylene boronate substituent has been accomplished to promote further functionalization. A Cu-catalyzed borylative ring closing C-C coupling of an alkenyl halide is the key step toward the synthesis of [m.n]-spirocycles (m,n = 3-5). Computational studies on the mechanism reproduced all the experimental trends and explain the enhanced reactivity of systems leading to strained smaller rings. The optimized protocol also gives access to dispirocycle scaffolds, fully characterized by X-ray diffraction.
    Thematic Areas: Química Materiais Interdisciplinar General chemistry Engenharias ii Ciências agrárias i Chemistry, physical Chemistry (miscellaneous) Chemistry (all) Catalysis Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 21555435
    Author's mail: j.carbo@urv.cat mariaelena.fernandez@urv.cat
    Author identifier: 0000-0002-3945-6721 0000-0001-9025-1791
    Record's date: 2024-10-12
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://pubs.acs.org/doi/abs/10.1021/acscatal.8b00257
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Acs Catalysis. 8 (4): 2833-2838
    APA: Royes J; Ni S; Farré A; La Cascia E; Carbó JJ; Cuenca AB; Maseras F; Fernández E (2018). Copper-Catalyzed Borylative Ring Closing C-C Coupling toward Spiro- and Dispiroheterocycles. Acs Catalysis, 8(4), 2833-2838. DOI: 10.1021/acscatal.8b00257
    Article's DOI: 10.1021/acscatal.8b00257
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2018
    Publication Type: Journal Publications
  • Keywords:

    Catalysis,Chemistry (Miscellaneous),Chemistry, Physical
    Spiroheterocyclic structures
    Dft study
    Borylative cyclization
    Química
    Materiais
    Interdisciplinar
    General chemistry
    Engenharias ii
    Ciências agrárias i
    Chemistry, physical
    Chemistry (miscellaneous)
    Chemistry (all)
    Catalysis
    Astronomia / física
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