Denitrative hydroxylation of unactivated nitroarenes

Lee Duff, Harry Meakin, Adam Richardson, Andrew J. Greener, George W. A. Smith, Ivan Ocaña, Victor Chechik, Michael J. James

Research output: Contribution to journalArticlepeer-review

Abstract

A one-step method for the conversion of nitroarenes into phenols under operationally simple, transition-metal-free conditions is described. This denitrative functionalization protocol provides a concise and economical alternative to conventional three-step synthetic sequences. Experimental and computational studies suggest that nitroarenes may be substituted by an electron-catalysed radical-nucleophilic substitution (SRN1) chain mechanism.
Original languageEnglish
Article numbere202203807
JournalChemistry – A European Journal
Early online date3 Jan 2023
DOIs
Publication statusPublished - 8 Feb 2023

Keywords

  • S 1
  • denitrative functionalisation
  • hydroxylation
  • nitroarenes
  • radical anion

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