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Metal‐Free Photochemical Aromatic Perfluoroalkylation of α‐Cyano Arylacetates
Author(s) -
Nappi Manuel,
Bergonzini Giulia,
Melchiorre Paolo
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201402008
Subject(s) - trifluoromethylation , photochemistry , chemistry , metal , electron acceptor , irradiation , acceptor , organic chemistry , trifluoromethyl , alkyl , physics , nuclear physics , condensed matter physics
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.