doi: 10.1002/anie.201402008.
Epub 2014 Mar 25.
Metal-free photochemical aromatic perfluoroalkylation of α-cyano arylacetates
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- PMID: 24668827
- DOI: 10.1002/anie.201402008
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Metal-free photochemical aromatic perfluoroalkylation of α-cyano arylacetates
Angew Chem Int Ed Engl.
.
Abstract
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.
Keywords: CH functionalization; perfluoroalkylation; photochemistry; synthetic methods; trifluoromethylation.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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