1174372-98-5Relevant academic research and scientific papers
Role of 2-naphthyl ether intermediate in formation of isolable atropisomers derived from the coupling reaction of (2-hydroxy-3,3-dimethylindolin-l-yl)-(substituted phenyl)methanones with 2-naphthol
Eto, Masashi,Ito, Fumikazu,Sato, Hidetoshi,Shinohara, Itaru,Yamaguchi, Koki,Yoshitake, Yasuyuki,Harano, Kazunobu
experimental part, p. 1485 - 1496 (2009/12/24)
The formation pathway of the atropisomers derived from the reaction of (2-hydroxy-3,3-dimethylindolin-l-yl)(4-substituted phenyl)methanones with 2-naphthol in the presence of BF3·Et2O was discussed on the basis of the isolation of the 2-naphthyl ether intermediate whose structure was determined by single crystal X-ray analysis. The results indicate that the coupling reaction proceeds through stepwise mechanism, i.e., the ether intermediate formation followed by Fries-type rearrangement.
