Author, as appears in the article.: Mestre J; Bernús M; Castillón S; Boutureira O
Department: Química Analítica i Química Orgànica
URV's Author/s: Bernús Pérez, Miguel / Boutureira Martín, Omar / Castillón Miranda, Sergio / Mestre Ventura, Jordi
Keywords: Nucleophilic trifluoromethylation Indicators and reagents Drug discovery Biological products sulfur sulfides perfluoroalkylthiolation pentafluoroethylation fluorination methods convenient synthesis boronic acids aryl alkynes
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.
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
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: miguel.bernus@urv.cat omar.boutureira@urv.cat miguel.bernus@urv.cat miguel.bernus@urv.cat sergio.castillon@urv.cat
Author identifier: 0000-0003-0302-0720 0000-0002-0768-8309 0000-0003-0302-0720 0000-0003-0302-0720 0000-0002-0690-7549
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://pubs.acs.org/doi/10.1021/acs.joc.2c01038
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Journal Of Organic Chemistry. 87 (16): 10791-10806
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
Article's DOI: 10.1021/acs.joc.2c01038
Entity: Universitat Rovira i Virgili
Journal publication year: 2022
Publication Type: Journal Publications
Repositori URV