Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 19, Pages 4921-4925Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201402008
Keywords
CH functionalization; perfluoroalkylation; photochemistry; synthetic methods; trifluoromethylation
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Funding
- Institute of Chemical Research of Catalonia (ICIQ) Foundation
- European Research Council (ERC) [278541-ORGA-NAUT]
- MEC [AP2010-1963, AP2009-0950]
- ICREA Funding Source: Custom
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We report here an operationally simple protocol for the direct aromatic perfluoroalkylation and trifluoromethylation of -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 insitu by the interaction of transiently generated enolates and perfluoroalkyl iodides. Preliminary mechanistic studies are reported.
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