Articles producció científica> Química Física i Inorgànica

A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions

  • Identification data

    Identifier: imarina:5129531
  • Authors:

    Guo, Wusheng
    Gonzalez-Fabra, Joan
    Bandeira, Nuno A. G.
    Bo, Carles
    Kleij, Arjan W.
    Angewandte Chemie (International Ed. Print)
    10.1002/anie.201504956
    Angewandte Chemie (International Ed. Print). 54 (40): 11686-11690
  • Others:

    Author, as appears in the article.: Guo, Wusheng; Gonzalez-Fabra, Joan; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.;
    Department: Química Física i Inorgànica
    URV's Author/s: Bo Jané, Carles
    Keywords: Vinylethylene carbonates Organocatalysis Organic carbonates N-aryl carbamates Hydrogen bonds Formic-acid Efficient Decarboxylative cycloaddition Cyclic carbonates Construction Co2 Catalytic methylation Carbon-dioxide Anilines Amines n-aryl carbamates hydrogen bonds cyclic carbonates anilines
    Abstract: The first chemo- and site-selective process for the formation of N-aryl-carbamates from cyclic organic carbonates and aromatic amines is reported. The reactions proceed smoothly under extremely mild reaction conditions using TBD (triazabicyclodecene) as an effective and cheap organocatalyst, thus providing a sustainable and new methodology for the formation of a wide variety of useful N-aryl carbamate synthons in good to excellent yields. Computational investigations have been performed and show the underlying reason for the observed unique reactivity as related to an effective protonrelay mechanism mediated by the bicyclic guanidine base.
    Thematic Areas: Química Medicina ii Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Astronomia / física
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: carles.bo@urv.cat
    Author identifier: 0000-0001-9581-2922
    Record's date: 2024-07-20
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201504956
    Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Angewandte Chemie (International Ed. Print). 54 (40): 11686-11690
    APA: Guo, Wusheng; Gonzalez-Fabra, Joan; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.; (2015). A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions. Angewandte Chemie (International Ed. Print), 54(40), 11686-11690. DOI: 10.1002/anie.201504956
    Article's DOI: 10.1002/anie.201504956
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2015
    Publication Type: Journal Publications
  • Keywords:

    Catalysis,Chemistry,Chemistry (Miscellaneous),Chemistry, Multidisciplinary
    Vinylethylene carbonates
    Organocatalysis
    Organic carbonates
    N-aryl carbamates
    Hydrogen bonds
    Formic-acid
    Efficient
    Decarboxylative cycloaddition
    Cyclic carbonates
    Construction
    Co2
    Catalytic methylation
    Carbon-dioxide
    Anilines
    Amines
    n-aryl carbamates
    hydrogen bonds
    cyclic carbonates
    anilines
    Química
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    General chemistry
    Farmacia
    Engenharias ii
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Chemistry, multidisciplinary
    Chemistry (miscellaneous)
    Chemistry (all)
    Chemistry
    Catalysis
    Astronomia / física
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