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Difluoroalkylation of Anilines via Photoinduced Methods

[Image: see text] The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. F...

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Detalles Bibliográficos
Autores principales: Gallego-Gamo, Albert, Granados, Albert, Pleixats, Roser, Gimbert-Suriñach, Carolina, Vallribera, Adelina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10476199/
https://www.ncbi.nlm.nih.gov/pubmed/37585266
http://dx.doi.org/10.1021/acs.joc.3c01298
Descripción
Sumario:[Image: see text] The development of sustainable and mild protocols for the fluoroalkylation of organic backbones is of current interest in chemical organic synthesis. Herein, we present operationally simple and practical transition-metal-free methods for the preparation of difluoroalkyl anilines. First, a visible-light organophotocatalytic system working via oxidative quenching is described, providing access to a wide range of difluoroalkyl anilines under mild conditions. In addition, the formation of an unprecedented electron donor–acceptor (EDA) complex between anilines and ethyl difluoroiodoacetate is reported and exploited as an alternative, efficient, and straightforward strategy to prepare difluoroalkyl derivatives.