1629184-90-2Relevant academic research and scientific papers
A high yield procedure for the preparation of 2-hydroxynitrostyrenes: Synthesis of imines and tetracyclic 1,3-benzoxazines
Tena Perez, Victor,Fuentes De Arriba, Angel L.,Monleon, Laura M.,Simon, Luis,Rubio, Omayra H.,Sanz, Francisca,Moran, Joaquin R.
, p. 3242 - 3248 (2014/06/09)
Attempts to synthesize 2-hydroxynitrostyrenes by a Knoevenagel condensation of salicylaldehyde and subsequent elimination were unsuccessful because of the formation of a stable imine. This could be easily prevented by using secondary amines to catalyze the reaction, which then afforded 2-hydroxynitrostyrenes in high yields. In addition, the stable imine that was formed by employing ammonium acetate underwent a reaction with phosgene to allow the preparation of benzoxazines in good yields. Copyright
