Perfluorobutylation of benzo(hetero)arenes in aqueous media
Perfluorobutylation of a series of benzo(hetero)aromatic compounds without formal leaving groups is achieved efficaciously in organic solvent-water mixtures under photostimulation. The methodology is compared with previously reported trifluoromethylation strategies of these nuclei in terms of produc...
| Autores: | , , , , , |
|---|---|
| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2014 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/30544 |
| Acceso en línea: | http://hdl.handle.net/11336/30544 |
| Access Level: | acceso abierto |
| Palabra clave: | Radical reactions in aqueous media C-H perfluoroalkylation Homolytic aromatic substitution Perfluoroalkylation Dibenzoheteroarenes https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | Perfluorobutylation of a series of benzo(hetero)aromatic compounds without formal leaving groups is achieved efficaciously in organic solvent-water mixtures under photostimulation. The methodology is compared with previously reported trifluoromethylation strategies of these nuclei in terms of product yields and regioselectivity. The reaction is a radical homolytic aromatic substitution process, where the perfluoroalkyl-substituted cyclohexadienyl radical intermediate is first oxidized and then a proton transfer sequence leads to the products. |
|---|