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Issue 22, 2018
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Metal-free photocatalytic trifluoromethylative pyridylation of unactivated alkenes

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Abstract

An efficient, transition metal-free trifluoromethylative pyridylation of unactivated alkenes was achieved by visible-light-induced photoredox catalysis employing CF3SO2Na and a pyridinium salt in the presence of eosin Y as a photoredox catalyst. The overall process is thought to occur by the selective addition of an electrophilic CF3 radical to the alkene substrate to provide an alkyl radical intermediate, which subsequently engages in an addition to the pyridinium salt. This three-component photocatalytic strategy circumvents traditional multistep procedures and readily affords synthetically and biologically important trifluoromethyl- and pyridyl-containing frameworks.

Graphical abstract: Metal-free photocatalytic trifluoromethylative pyridylation of unactivated alkenes

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Publication details

The article was received on 03 Sep 2018, accepted on 11 Oct 2018 and first published on 11 Oct 2018


Article type: Paper
DOI: 10.1039/C8GC02782J
Citation: Green Chem., 2018,20, 5209-5214
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    Metal-free photocatalytic trifluoromethylative pyridylation of unactivated alkenes

    Y. He, D. Kang, I. Kim and S. Hong, Green Chem., 2018, 20, 5209
    DOI: 10.1039/C8GC02782J

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