Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 3, Pages 541-548Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201501330
Keywords
Heterocycles; Domino reactions; Copper; Hypervalent compounds; Cyclization
Categories
Funding
- Japanese Society for the Promotion of Science (JSPS), KAKENHI [26460025]
- Grants-in-Aid for Scientific Research [26460025, 26460012, 15K07881] Funding Source: KAKEN
Ask authors/readers for more resources
A new approach to form iminoisocoumarins from readily available and stable 2-alkynylbenzamides was developed by using a tandem copper-catalyzed N-arylation and regioselective 6-endo-dig cyclization in the presence of diaryliodonium salts, a copper catalyst, and 2,6-di-tert-butylpyridine. The arylation occurred at the nitrogen atom rather than the oxygen atom of the amide group, the alkynyl carbon, or the benzene ring of the benzamide. Cyclization occurred through a preferential nucleophilic attack by the oxygen rather than the nitrogen atom of the amide group to produce iminoisocoumarin derivatives in good to moderate yields.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available