Journal
CHEMICAL SCIENCE
Volume 4, Issue 2, Pages 664-670Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2sc21506c
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Funding
- Ministry of Education, Culture, Sports, Science and Technology
- Grants-in-Aid for Scientific Research [22105002] Funding Source: KAKEN
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Arylation of ortho C-H bonds is achieved by a ruthenium-catalyzed reaction of aromatic amides having an 8-aminoquinoline moiety with aryl bromides. The reaction shows high functional group compatibility. The reaction proceeds in a highly selective manner at the less hindered C-H bonds of meta-substituted aromatic amides. Significant electronic effects are observed in Hammett plots. Electron-withdrawing groups on the aromatic amides facilitate the reaction. In contrast, both electron-donating groups and electron-withdrawing groups on aryl bromides accelerate the reaction.
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