Author, as appears in the article.: Mestre J; Lishchynskyi A; Castillón S; Boutureira O
Department: Química Analítica i Química Orgànica
URV's Author/s: Boutureira Martín, Omar / Castillón Miranda, Sergio
Keywords: Reagent Late-stage fluorination Heteroaromatic-compounds Glycals Efficient trifluoromethylation Direct cupration Copper-catalyzed trifluoromethylation Convenient route C-h trifluoromethylation Aryl boronic acids
Abstract: © 2018 American Chemical Society. We herein present a flexible approach for the incorporation of CF3 units into a predefined site of electron-rich alkenes that exploits the regiocontrolled introduction of an iodine handle and subsequent trifluoromethylation of the C(sp2)-I bond using fluoroform-derived ligandless CuCF3. The broad substrate scope and functional group tolerance together with the scalability and purity of the resulting products enabled the controlled, late-stage synthesis of single regioisomers of complex CF3-scaffolds, such as sugars, nucleosides (antivirals), and heterocycles (indoles and chromones), with potential for academic and industrial applications.
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: omar.boutureira@urv.cat sergio.castillon@urv.cat
Author identifier: 0000-0002-0768-8309 0000-0002-0690-7549
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b00927
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Journal Of Organic Chemistry. 83 (15): 8150-8160
APA: Mestre J; Lishchynskyi A; Castillón S; Boutureira O (2018). Trifluoromethylation of Electron-Rich Alkenyl Iodides with Fluoroform-Derived ligandless CuCF3. Journal Of Organic Chemistry, 83(15), 8150-8160. DOI: 10.1021/acs.joc.8b00927
Article's DOI: 10.1021/acs.joc.8b00927
Entity: Universitat Rovira i Virgili
Journal publication year: 2018
Publication Type: Journal Publications
Repositori URV