Denitrative hydroxylation of unactivated nitroarenes

19 October 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A one-step method for the conversion of nitroarenes into phenols under operationally simple, transition-metal-free conditions is described. This denitrative functionalisation protocol provides a concise and economical alternative to conventional three-step synthetic sequences. Experimental and computational studies suggest that unactivated nitroarenes may be substituted via an electron-catalysed radical-nucleophilic substitution (SRN1) chain mechanism.

Keywords

denitrative functionalisation
hydroxylation
SRN1
nitroarenes

Supplementary materials

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Supporting Information
Description
Experimental procedures, characterisation data, computational details, and copies of 1H, 13C and 19F NMR spectra for all compounds featured in this manuscript.
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