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A directing group-assisted ruthenium-catalyzed approach to access meta-nitrated phenols

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Abstract

meta-Selective C–H nitration of phenol derivatives was developed using a Ru-catalyzed σ-activation strategy. Cu(NO3)2·3H2O was employed as the nitrating source, whereas Ru3(CO)12 was found to be the most suitable metal catalyst for the protocol. Mechanistic studies suggested involvement of an ortho-CAr–H metal intermediate, which promoted meta-electrophilic aromatic substitution and silver-assisted free-radical pathway.

Graphical abstract: A directing group-assisted ruthenium-catalyzed approach to access meta-nitrated phenols

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Article information


Submitted
20 Apr 2020
Accepted
07 May 2020
First published
07 May 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

A directing group-assisted ruthenium-catalyzed approach to access meta-nitrated phenols

S. Sasmal, S. K. Sinha, G. K. Lahiri and D. Maiti, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02851G

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