Site-Selective CH Borylation of Quinolines at the C8 Position Catalyzed by a Silica-Supported Phosphane-Iridium System

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...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2014-02, Vol.9 (2), p.434-438
Main Authors: Konishi, Shota, Kawamorita, Soichiro, Iwai, Tomohiro, Steel, Patrick G., Marder, Todd B., Sawamura, Masaya
Format: Article
Language:English
Subjects:
Boron - chemistry
borylation
Carbon - chemistry
Catalysis
CH activation
heterogeneous catalysis
Hydrogen - chemistry
iridium
Iridium - chemistry
Ligands
Phosphines - chemistry
quinoline
Quinolines - chemistry
Receptors, Corticotropin-Releasing Hormone - antagonists & inhibitors
Silicon Dioxide - chemistry
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Summary: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. Mono‐P‐ly: Site‐selective CH borylation of quinoline derivatives at the C8 position was achieved by using a heterogeneous Ir catalyst system based on the silica‐supported cage‐type monophosphane ligand Silica‐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.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.201301423