A room-temperature C–H bond
functionalization of benzamides
has been developed by merging a photocatalyst with a cobalt catalyst
for the synthesis of isoindolone spirosuccinimides. The reaction proceeds
in aerobic conditions and does not require any sacrificial external
oxidants such as Ag(I) or Mn(III) salts. Visible light activates the
photocatalyst, and it acts as an electron-transfer reagent and helps
in the fundamental organometallic steps by modulating the oxidation
state of the cobalt complex. This C–H bond functionalization
and spirocyclization showed wide substrate scope and good functional
group tolerance. A possible reaction mechanism was proposed from the
experimental outcome, showing that C–H bond activation is irreversible
and not the rate-determining step.
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