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- Title
A High Yield Procedure for the Preparation of 2-Hydroxynitrostyrenes: Synthesis of Imines and Tetracyclic 1,3-Benzoxazines.
- Authors
Tena Pérez, Víctor; Fuentes de Arriba, Ángel L.; Monleón, Laura M.; Simón, Luis; Rubio, Omayra H.; Sanz, Francisca; Morán, Joaquín R.
- Abstract
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.
- Subjects
HYDROXY acids; CARBOXYLIC acids; STYRENE; BENZENE; IMINES
- Publication
European Journal of Organic Chemistry, 2014, Vol 2014, Issue 15, p3242
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201402016