14959-46-7Relevant academic research and scientific papers
Copper-catalyzed tandem amide n-arylation and regioselective cyclization of 2-alkynylbenzamides
Minami, Hideki,Sueda, Takuya,Okamoto, Noriko,Miwa, Yoshihisa,Ishikura, Minoru,Yanada, Reiko
, p. 541 - 548 (2016)
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. A new approach to produce iminoisocoumarin derivatives in moderate yields was developed by using a tandem copper-catalyzed N-arylation and regioselective 6-endo-dig cyclization of 2-alkynylbenzamides in the presence of diaryliodonium salts, a copper catalyst, and 2,6-di-tert-butylpyridine.
