Site-selective C-H borylation of quinolines at the C8 position catalyzed by a silica-supported phosphane-iridium system.

@article{Konishi2014SiteselectiveCB,
  title={Site-selective C-H borylation of quinolines at the C8 position catalyzed by a silica-supported phosphane-iridium system.},
  author={Shota Konishi and Soichiro Kawamorita and Tomohiro Iwai and Patrick G. Steel and Todd B. Marder and Masaya Sawamura},
  journal={Chemistry, an Asian journal},
  year={2014},
  volume={9 2},
  pages={
          434-8
        }
}
Site-selective C-H borylation of quinoline derivatives at the C8 position has been achieved by using a heterogeneous Ir catalyst system based on a silica-supported cage-type monophosphane ligand SMAP. The efficient synthesis of a corticotropin-releasing factor1 (CRF1) receptor antagonist based on a late-stage C-H borylation strategy demonstrates the utility of the C8 borylation reaction. 
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82 Citations

82 Citations

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Mechanistic studies revealed that the development of Ru-catalyzed deoxygenative regioselective C8 arylation of quinoline N-oxides with arylboronic esters proceeds in a tandem process of aRYlation and then de oxygengenation, wherein both steps were found to be catalytic with the ruthenium species.
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