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AgF‐Mediated Fluorinative Cross‐Coupling of Two Olefins: Facile Access to α‐CF 3 Alkenes and β‐CF 3 Ketones
Author(s) -
Gao Bing,
Zhao Yanchuan,
Hu Jinbo
Publication year - 2015
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.201409705
Subject(s) - moiety , olefin fiber , surface modification , chemistry , coupling reaction , coupling (piping) , combinatorial chemistry , fluorine , reaction conditions , organic chemistry , catalysis , materials science , metallurgy
Abstract A AgF‐mediated fluorination with a concomitant cross‐coupling between a gem ‐difluoroolefin and a non‐fluorinated olefin is reported. This highly efficient method provides facile access to both α‐CF 3 alkenes and β‐CF 3 ketones, which otherwise remain challenging to be directly prepared. The application of this method is further demonstrated by the synthesis of bioactive isoxazoline derivatives. This approach represents a conceptually novel route to trifluoromethylated compounds that combines the in situ generation of the CF 3 moiety and a CH functionalization in a single reaction system.