Articles producció científica> Química Física i Inorgànica

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

  • Datos identificativos

    Identificador: imarina:6389389
    Handle: https://hdl.handle.net/20.500.11797/imarina6389389
    Autores:
    Royes JNi SFarré ALa Cascia ECarbó JJCuenca ABMaseras FFernández E
    Resumen:
    © 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.

  • Otros:

    Autor según el artículo: Royes J; Ni S; Farré A; La Cascia E; Carbó JJ; Cuenca AB; Maseras F; Fernández E
    Departamento: Química Física i Inorgànica
    Autor/es de la URV: Carbó Martin, Jorge Juan / Fernández Gutiérrez, Maria Elena / Fernández López, Elena / ROYES BUISAN, JORDI
    Palabras clave: Spiroheterocyclic structures Dft study Borylative cyclization
    Resumen: © 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.
    Áreas temáticas: Química Materiais Interdisciplinar General chemistry Engenharias ii Ciências agrárias i Chemistry, physical Chemistry (miscellaneous) Chemistry (all) Catalysis Astronomia / física
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 21555435
    Direcció de correo del autor: j.carbo@urv.cat mariaelena.fernandez@urv.cat
    Identificador del autor: 0000-0002-3945-6721 0000-0001-9025-1791
    Fecha de alta del registro: 2024-10-12
    Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
    Enlace a la fuente original: https://pubs.acs.org/doi/abs/10.1021/acscatal.8b00257
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Acs Catalysis. 8 (4): 2833-2838
    Referencia de l'ítem segons les normes 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
    DOI del artículo: 10.1021/acscatal.8b00257
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2018
    Tipo de publicación: Journal Publications

  • Palabras clave:

    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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