A. Angeli, T. S. Peat, G. Bartolucci, A. Nocentini, C. T. Supuran and F. Carta
Org. Biomol. Chem., 2016,14, 11353-11356
DOI:
10.1039/C6OB02299E,
Communication
A mild, efficient and one pot procedure to access benzoxazoles using easily accessible acylselenoureas as starting materials has been discovered. Mechanistic studies revealed a pH dependent intramolecular oxidative deselenization, with ring closure due to an intramolecular nucleophilic attack of a phenoxide ion. All the benzoxazoles herein reported possessed a primary sulfonamide zinc binding group and showed effective inhibitory action on the enzymes, carbonic anhydrases.