Synthesis of 2,4,6-Trisubstituted Pyridines by Oxidative Eosin Y Photoredox Catalysis

Eosin Y, an organic dye, was activated as a photoredox catalyst in the presence of molecular oxygen using visible light and, when it was used in the reaction of aryl ketones and benzyl amines, afforded good yields (52–87%) of 2,4,6-triarylpyridines (21 examples) at ambient temperature. The aryl grou...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-08, Vol.81 (16), p.7121-7126
Main Authors: Rohokale, Rajendra S, Koenig, Burkhard, Dhavale, Dilip D
Format: Article
Language:English
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Summary:Eosin Y, an organic dye, was activated as a photoredox catalyst in the presence of molecular oxygen using visible light and, when it was used in the reaction of aryl ketones and benzyl amines, afforded good yields (52–87%) of 2,4,6-triarylpyridines (21 examples) at ambient temperature. The aryl groups at the 2- and 6-positions are derived from ketones, while benzyl amine plays the dual role of providing an aryl functionality at the 4-position of pyridine as well as being a nitrogen donor.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b00979