ChemInform Abstract: Oxazole Chemistry. Part 23. An Exploration of the Metal Oxide‐Assisted Decomposition and Rearrangement of N‐Acyl‐1,3‐oxazolidin‐2‐ones Leading to 2‐Aryl‐2‐oxazolines.

Abstract

. -High temperature and solvent-free production of 2-aryl-2-oxazolines from N-acyl-2-oxazolidinones is achieved in the presence of appropriate metal oxides such as CaO and ZnO. Although the method is rapid and cost-effective, the product yields are disappointing. Morover, a considerable loss of enantiopurity is noted at ring position C-5 of the product in reactions of enantiopure N-benzoyl-5-phenyl-2-oxazolidinone (III).

On the purity of 2‐[ortho‐anilinyl]‐1,3‐benzoxazole derived from 2H‐3,1‐benzoxazine‐2,4(1H)dione (isatoic anhydride) [1,2]

“…In addition, these heterocycles are used in medicinal chemistry and in regio‐selective and enantio‐selective synthesis [3–12]. Our own interests lie in the design and application of novel oxazoles for metal‐mediated catalysis and in fundamental studies of inorganic structural chemistry [13–18]. Several years ago, Gajare et al .…”