期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 4, 页码 1362-1367出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201504596
关键词
alkynes; aromatic homologation; C-H activation; chelate-assistance; nickel
资金
- Monbusho (The Ministry of Education, Culture, Sports, Science and Technology)
- Japan Science and Technology Agency
- Grants-in-Aid for Scientific Research [14J03693] Funding Source: KAKEN
A nickel/NHC system for regioselective oxidative annulation by double C-H bond activation and concomitant alkyne insertion is described. The catalytic reaction requires a bidentate directing group, such as an 8-aminoquinoline, embedded in the substrate. Various 5,6,7,8-tetrasubstituted-N-(quinolin-8-yl)-1-naphthamides can be prepared as well as phenanthrene and benzo[h]quinoline amide derivatives. Diarylalkynes, dialkylalkynes, and arylalkylalkynes can be used in the system. A Ni-0/Ni-II catalytic cycle is proposed as the main catalytic cycle. The alkyne plays a double role as a two-component coupling partner and as a hydrogen acceptor.
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