Jh. Poupaert et al., ALCL3-DMF REAGENT IN THE FRIEDEL-CRAFTS REACTION - THE BEHAVIOR OF OMEGA-HALOGENOACID CHLORIDES, Bulletin des Societes chimiques belges, 105(7), 1996, pp. 397-401
2(3H)-benzoxazolones or 2(3H)-benzothiazolones react at 70-75 degrees
C with omega-halogenoacyl chlorides in the presence the AlCl3-DMF comp
lex to produce the expected ketones in 55-88 % yield. Treatment of a 2
(3H)-benzoxazolone or 2(3H)-benzothiazolone by 4-chlorobutyryl chlorid
e produced an alcohol derivative, presumably via an anchimeric partici
pation of the 6-acyl carbonyl moiety.