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

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Title
Visible-Light-Enabled Trifluoromethylative Pyridylation of Alkenes from Pyridines and Triflic Anhydride
Author(s)
Kangjae Lee; Seojin Lee; Namhoon Kim; Seonyul Kim; Sungwoo Hong
Subject
alkene difunctionalization, ; bifunctional reagent, ; photocatalysis, ; site-selective, ; trifluoromethylative pyridylation
Publication Date
2020-08
Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.59, no.32, pp.13379 - 13384
Publisher
WILEY-V C H VERLAG GMBH
Abstract
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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
URI
https://pr.ibs.re.kr/handle/8788114/7717
DOI
10.1002/anie.202004439
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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