14959-49-0Relevant academic research and scientific papers
Oxidative: Oxy -cyclization of 2-alkynylbenzamide enabled by TBAB/Oxone: Switchable synthesis of isocoumarin-1-imines and isobenzofuran-1-imine
Wang, Yan-Hua,Ouyang, Banlai,Qiu, Guanyinsheng,Zhou, Hongwei,Liu, Jin-Biao
supporting information, p. 4335 - 4341 (2019/05/06)
A TBAB-catalyzed oxidative 6-endo-dig oxy-cyclization of 2-alkynylbenzamide is described herein for the synthesis of isocoumarin-1-imines. The transformation proceeds regioselectively and provides the final products with high efficiency and a broad reacti
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 (2016/02/18)
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.
