Issue 11, 2021

Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template

Abstract

Direct para-selective C–H functionalization of arenes remains a daunting challenge and is still significantly restricted to a few scaffolds. Herein, we report an unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C–H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-phenyl benzoic acids and benzyl alcohols, with a series of alkenes including perfluoroalkenes. Notably, the pyridine-based para-DT could be easily synthesized and readily recycled under mild conditions. These results may find application in rapid construction of para-substituted arenes and stimulate the exploration of novel methods for para-C–H functionalization of arenes.

Graphical abstract: Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template

Supplementary files

Article information

Article type
Edge Article
Submitted
27 Dec 2020
Accepted
01 Feb 2021
First published
02 Feb 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021,12, 4126-4131

Palladium-catalyzed remote para-C–H activation of arenes assisted by a recyclable pyridine-based template

X. Chen, S. Fan, M. Zhang, Y. Gao, S. Li and G. Li, Chem. Sci., 2021, 12, 4126 DOI: 10.1039/D0SC07042D

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