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Ligandless Pentafluoroethylation of Unactivated (Hetero)aryl and Alkenyl Halides Enabled by the Controlled Self-Condensation of TMSCF3-Derived CuCF3 - imarina:6012542

URV's Author/s:Boutureira Martín, Omar / Castillón Miranda, Sergio / Mestre Ventura, Jordi
Author, as appears in the article.:Mestre, Jordi; Castillon, Sergio; Boutureira, Omar
Author's mail:omar.boutureira@urv.cat
sergio.castillon@urv.cat
Author identifier:0000-0002-0768-8309
0000-0002-0690-7549
Journal publication year:2019
Publication Type:Journal Publications
ISSN:00223263
APA:Mestre, Jordi; Castillon, Sergio; Boutureira, Omar (2019). Ligandless Pentafluoroethylation of Unactivated (Hetero)aryl and Alkenyl Halides Enabled by the Controlled Self-Condensation of TMSCF3-Derived CuCF3. Journal Of Organic Chemistry, 84(23), 15087-15097. DOI: 10.1021/acs.joc.9b02001
Paper original source:Journal Of Organic Chemistry. 84 (23): 15087-15097
Abstract:Pentafluoroethylation of unactivated C(sp(2))-X bonds (X = I, Br) using a storable, ligandless CuC2F5 reagent prepared by controlled self-condensation of ready available TMSCF3-derived CuCF3 has been developed. A thorough analysis by F-19 NMR and ESI-MS revealed the nature of this reagent in solution. The operational simplicity and robustness of this system enables the efficient, late-stage incorporation of C2F5 units into a variety of (hetero)aryl and complex alkenyl halides such as glycals, nucleosides, and nucleobases.
Article's DOI:10.1021/acs.joc.9b02001
Link to the original source:https://pubs.acs.org/doi/10.1021/acs.joc.9b02001
Paper version:info:eu-repo/semantics/acceptedVersion
licence for use:https://creativecommons.org/licenses/by/3.0/es/
Department:Química Analítica i Química Orgànica
Licence document URL:https://repositori.urv.cat/ca/proteccio-de-dades/
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
Keywords:Trifluoromethylation
Reagent
Perfluoroalkylation
Organic fluorine-compounds
Fluoroalkylation reactions
Copper
Complexes
Arylboronic acids
Aryl iodides
Aqueous-media
Entity:Universitat Rovira i Virgili
Record's date:2024-11-30
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