Metal-Free Photochemical Aromatic Perfluoroalkylation of α-Cyano Arylacetates

We report here an operationally simple protocol for the direct aromatic perfluoroalkylation and trifluoromethylation of α-cyano arylacetates. This metal-free approach, which occurs at ambient temperature and under visible-light irradiation, is driven by the photochemical activity of electron donor-acceptor (EDA) complexes, formed in situ by the interaction of transiently generated enolates and perfluoroalkyl iodides. Preliminary mechanistic studies are reported.

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M. Nappi, G. Bergonzini, P. Melchiorre

Angew. Chem. Int. Ed. 2014, 53, 4921-4925
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