Hydroxylamines are found in biologically active compounds and serve as building blocks
for the preparation of nitrogen-containing molecules. Here the direct conversion of
carboxylic acids into the corresponding alkylhydroxylamines using organo-photoredox
catalysis is reported. The process relies in the generation of alkyl radicals via
photoinduced 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.
Key words
hydroxylamines - radical addition - nitrosoarenes - late-stage functionalization -
radical cascade - photoredox
