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Enantioselective Cobaltaphotoredox-Catalyzed C-H Activation.

Yang XuYe LinSimon L HomölleJoão C A OliveiraHarry L Anderson
Published in: Journal of the American Chemical Society (2024)
The quest for sustainable strategies in molecular synthesis has spurred the emergence of photocatalysis as a particularly powerful technique. In recent years, the application of photocatalysis in this context has greatly promoted the development of asymmetric catalysis. Despite the impressive advances, enantioselective photoinduced strong arene C-H activations by cobalt catalysis remain unexplored. Herein, we report a strategy that merges organic photoredox catalysis and enantioselective cobalt-catalyzed C-H activation, enabling the regio- and stereoselective dual functionalization of indoles in an enantioselective fashion. Thereby, the assembly of various chiral indolo[2,3- c ]isoquinolin-5-ones was realized with high enantioselectivities of up to 99%. The robustness of the cobaltaphotoredox catalysis was demonstrated through enantioselective C-H activation and annulations in a continuous flow to provide straightforward access to central and axially chiral molecules.
Keyphrases
  • visible light
  • room temperature
  • reduced graphene oxide
  • capillary electrophoresis
  • single molecule
  • mass spectrometry
  • gold nanoparticles
  • walled carbon nanotubes