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Visible‐Light‐Induced Metal‐Free Trifluoromethylselenolation of Electron‐Rich Heteroarenes Using the Nucleophilic [Me 4 N][SeCF 3 ] Reagent
Author(s) -
De ZordoBanliat Arnaud,
Barthélémy Lucas,
Bourdreux Flavien,
Tuccio Béatrice,
Dagousset Guillaume,
Pégot Bruce,
Magnier Emmanuel
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901793
Subject(s) - chemistry , regioselectivity , reagent , surface modification , nucleophile , visible spectrum , electron paramagnetic resonance , combinatorial chemistry , photochemistry , metal , photoredox catalysis , organic chemistry , catalysis , photocatalysis , optoelectronics , physics , nuclear magnetic resonance
A metal‐free visible‐light‐promoted regioselective trifluoromethylselenolation of electron‐rich heteroarenes has been developed using C–H functionalization. This eco‐friendly, atom‐economical, and easy‐to‐operate protocol provides direct access to a wide range of functionalized SeCF 3 ‐containing heteroarenes in high yields, and is amenable to continuous flow techniques. A radical mechanism was supported by EPR experiments.