Abstract Arylation of benzoxazolone 1 by 2, 4-dinitrochlorobenzene 2 under solid-liquid phase transfer catalysis (PTC) gave 3-(2, 4-dinitro) phenylbenzoxazolone 3 and 10-(2, 4- dinitro) phenyl-3-nitrophenoxazine 4. Neither PTC nor copper catalysis achieved arylation of 1 by less activated aryl halides.