27039-16-3Relevant academic research and scientific papers
Oxazoles in Diels-Alder Reactions. Transformation of The Adducts to Either Pyridines or Pyrroles
Johnsen, Bjoern A.,Undheim, Kjell
, p. 127 - 132 (2007/10/02)
The cycloadducts between acrylic acid or acrylonitrile and 5-ethoxyoxazoles are converted as formed to 3-hydroxypyridines.The Diels-Alder adducts from ethyl acrylate, or methyl or phenyl vinyl ketone can be isolated.In ethanolic HCl the adducts are transformed into 3-hydroxypyridines; in aqueous HCl the products are acylpyrrole analogues.A 4-substituent in the oxazole affects the reaction. 4-Methyl-5-ethoxyoxazole reacts much faster than its 5-ethylthio analogue.
