Articles producció científicaQuímica Analítica i Química Orgànica

Electrophilic Reagents for the Direct Incorporation of Uncommon SCF2CF2H and SCF2CF3 Motifs

  • Identification data

    Identifier:  imarina:9280625
    Handle: https://hdl.handle.net/20.500.11797/imarina9280625
    Authors:  Mestre, Jordi; Bernu, Miguel; Castillon, Sergio; Boutureira, Omar
    Abstract:
    The introduction of fluoroalkylthioether groups has attracted the attention of the drug-discovery community given the special physicochemical and pharmacokinetic features they confer to bioactive compounds, yet these are often limited to standard SCF3 and SCF2H moieties. Herein, two saccharin-based electrophilic reagents have been disclosed for the incorporation of uncommon SCF2CF2H and SCF2CF3 motifs. Their reactivity performance, multigram-scale preparation, and divergent derivatization have been thoroughly investigated with a variety of nucleophiles, including natural products and pharmaceuticals.

  • Others:

    Link to the original source: https://pubs.acs.org/doi/10.1021/acs.joc.2c01038
    APA: Mestre, Jordi; Bernu, Miguel; Castillon, Sergio; Boutureira, Omar (2022). Electrophilic Reagents for the Direct Incorporation of Uncommon SCF2CF2H and SCF2CF3 Motifs. Journal Of Organic Chemistry, 87(16), 10791-10806. DOI: 10.1021/acs.joc.2c01038
    Paper original source: Journal Of Organic Chemistry. 87 (16): 10791-10806
    Article's DOI: 10.1021/acs.joc.2c01038
    Journal publication year: 2022
    Entity: Universitat Rovira i Virgili
    Paper version: info:eu-repo/semantics/publishedVersion
    Record's date: 2025-02-24
    URV's Author/s: Bernús Pérez, Miguel / Boutureira Martín, Omar / Castillón Miranda, Sergio / Mestre Ventura, Jordi
    Department: Química Analítica i Química Orgànica
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Publication Type: Journal Publications
    Author, as appears in the article.: Mestre, Jordi; Bernu, Miguel; Castillon, Sergio; Boutureira, Omar
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Thematic Areas: Química, Organic chemistry, Odontología, Medicina ii, Medicina i, Materiais, Interdisciplinar, General medicine, Farmacia, Ensino, Engenharias iv, Engenharias ii, Engenharias i, Ciências biológicas iii, Ciências biológicas ii, Ciências biológicas i, Ciências agrárias i, Ciência de alimentos, Chemistry, organic, Biotecnología, Astronomia / física
    Author's mail: miguel.bernus@urv.cat, omar.boutureira@urv.cat, miguel.bernus@urv.cat, miguel.bernus@urv.cat, sergio.castillon@urv.cat

  • Keywords:

    Nucleophilic trifluoromethylation
    Indicators and reagents
    Drug discovery
    Biological products
    sulfur
    sulfides
    perfluoroalkylthiolation
    pentafluoroethylation
    fluorination methods
    convenient synthesis
    boronic acids
    aryl
    alkynes
    Chemistry
    Organic
    Organic Chemistry
    Química
    Odontología
    Medicina ii
    Medicina i
    Materiais
    Interdisciplinar
    General medicine
    Farmacia
    Ensino
    Engenharias iv
    Engenharias ii
    Engenharias i
    Ciências biológicas iii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Ciência de alimentos
    Biotecnología
    Astronomia / física

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