Visible-Light-Enabled Trifluoromethylative Pyridylation of Alkenes from Pyridines and Triflic Anhydride

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A general strategy for visible-light-enabled site-selective trifluoromethylative pyridylation of unactivated alkenes has been developed using pyridines and triflic anhydride (Tf2O). Intriguingly, the N-triflylpyridinium salts, generated in situ from pyridines and Tf2O, serve as effective modular bifunctional reagents to install both CF3 and pyridyl groups to various olefins while controlling C4-selectivity in radical addition to the pyridine core. This synthetic route exhibited broad substrate scope under metal-free and mild photocatalytic conditions, granting efficient access to valuable C4-alkylated pyridines and quinolines without requiring prefunctionalization of the reaction site.
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2020-08
Language
English
Article Type
Article
Citation

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.132, pp.13481 - 13486

ISSN
1433-7851
DOI
10.1002/anie.202004439
URI
http://hdl.handle.net/10203/281957
Appears in Collection
CH-Journal Papers(저널논문)
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