This paper reports and compares different methods to synthesize 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone by Fridel-Crafts acylation of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone. The best method found consisted of the transposition of the N-benzoyl derivative fa the target compound, a process taking place at 160 degrees C and catalyzed by AlCl3. In these conditions, 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone were obtained in 80 and 85 % yield, respectively.
Ucar, H ; Vanderpoorten, K ; Kanyonyo, M ; Isa, M. ; Lambert, Didier ; et. al. Synthesis of 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone. In: Societes Chimiques Belges. Bulletin, Vol. 105, no. 12, p. 773-776 (1996)