Autor según el artículo: Mestre J; Lishchynskyi A; Castillón S; Boutureira O
Departamento: Química Analítica i Química Orgànica
Autor/es de la URV: Boutureira Martín, Omar / Castillón Miranda, Sergio
Palabras clave: Reagent Late-stage fluorination Heteroaromatic-compounds Glycals Efficient trifluoromethylation Direct cupration Copper-catalyzed trifluoromethylation Convenient route C-h trifluoromethylation Aryl boronic acids
Resumen: © 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.
Áreas temáticas: 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
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
Direcció de correo del autor: sergio.castillon@urv.cat omar.boutureira@urv.cat
Identificador del autor: 0000-0002-0690-7549 0000-0002-0768-8309
Fecha de alta del registro: 2023-11-18
Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
Enlace a la fuente original: https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b00927
Referencia al articulo segun fuente origial: Journal Of Organic Chemistry. 83 (15): 8150-8160
Referencia de l'ítem segons les normes 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
URL Documento de licencia: http://repositori.urv.cat/ca/proteccio-de-dades/
DOI del artículo: 10.1021/acs.joc.8b00927
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2018
Tipo de publicación: Journal Publications
Repositori URV