Articles producció científica> Química Analítica i Química Orgànica

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

  • Dades identificatives

    Identificador: imarina:9280625
    Autors:
    Mestre JBernús MCastillón SBoutureira O
    Resum:
    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.
  • Altres:

    Autor segons l'article: Mestre J; Bernús M; Castillón S; Boutureira O
    Departament: Química Analítica i Química Orgànica
    Autor/s de la URV: Bernús Pérez, Miguel / Boutureira Martín, Omar / Castillón Miranda, Sergio / Mestre Ventura, Jordi
    Paraules clau: Nucleophilic trifluoromethylation Indicators and reagents Drug discovery Biological products sulfur sulfides perfluoroalkylthiolation pentafluoroethylation fluorination methods convenient synthesis boronic acids aryl alkynes
    Resum: 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.
    Àrees temàtiques: 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
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    Adreça de correu electrònic de l'autor: miguel.bernus@urv.cat omar.boutureira@urv.cat miguel.bernus@urv.cat miguel.bernus@urv.cat sergio.castillon@urv.cat
    Identificador de l'autor: 0000-0003-0302-0720 0000-0002-0768-8309 0000-0003-0302-0720 0000-0003-0302-0720 0000-0002-0690-7549
    Data d'alta del registre: 2024-09-07
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Enllaç font original: https://pubs.acs.org/doi/10.1021/acs.joc.2c01038
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Journal Of Organic Chemistry. 87 (16): 10791-10806
    Referència de l'ítem segons les normes APA: Mestre J; Bernús M; Castillón S; Boutureira O (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
    DOI de l'article: 10.1021/acs.joc.2c01038
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2022
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Chemistry, Organic,Organic Chemistry
    Nucleophilic trifluoromethylation
    Indicators and reagents
    Drug discovery
    Biological products
    sulfur
    sulfides
    perfluoroalkylthiolation
    pentafluoroethylation
    fluorination methods
    convenient synthesis
    boronic acids
    aryl
    alkynes
    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
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