Highly Selective Pd-Catalyzed Direct C–F Bond Arylation of Polyfluoroarenes

A directing-group-free palladium-catalyzed direct arylation of simple polyfluoroarenes with arylboronic acids through selective C–F bond activation is described. The combination of Pd­(OAc)2 with BrettPhos was identified as an efficient catalytic system to promote the reaction with high regioselecti...

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Bibliographic Details
Published in:Organic letters 2018-05, Vol.20 (9), p.2543-2546
Main Authors: Luo, Zhi-Ji, Zhao, Hai-Yang, Zhang, Xingang
Format: Article
Language:English
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Summary:A directing-group-free palladium-catalyzed direct arylation of simple polyfluoroarenes with arylboronic acids through selective C–F bond activation is described. The combination of Pd­(OAc)2 with BrettPhos was identified as an efficient catalytic system to promote the reaction with high regioselectivity and broad substrate scope. Preliminary mechanistic studies reveal that the oxidative addition of Pd to the C–F bond is involved in the catalytic cycle.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b00692