Photoredox Synthesis of Aryl-Hydroxylamines from Carboxylic Acids and Nitrosoarenes

Research output: Contribution to journalArticle

  • Authors:
  • Jacob Davies
  • Lucrezia Angelini
  • Mohammed A Alkhalifah
  • Laia Malet Sanz
  • Nadeem S Sheikh
  • And 1 others
  • External authors:
  • Daniele Leonori

Abstract

Hydroxylamines are found in biologically active compounds and serve as building blocks for the preparation of nitrogen-containing molecules. Here, we demonstrate the direct conversion of carboxylic acids into the corresponding alkyl hydroxylamines using organo-photoredox catalysis. The process relies in the generation of alkyl radicals via photo-induced oxidation–decarboxylation and their following reaction with nitrosoarenes. We have successfully applied this method to the late-stage modification of complex and biologically active acids and applied it in novel radical cascade processes.

Bibliographical metadata

Original languageEnglish
JournalSynthesis
Early online date2 Jan 2018
DOIs
Publication statusPublished - 2018