The (CH 2 ) n (n = 2, 3)-bridged, PCl-functional bis-(benzoxazaphosphorinanone) derivatives, 3 a and 3 b, were prepared in high yield by the reaction of the salicylic acid amide derivatives, 2 a and 2 b, with phosphorus trichloride. Cyclocondensation of 3 a and 3 b with the bis(trimethylsilyl)-ethers, 4 a±4 c , furnished the symmetrical benzoxazaphosphorinanone derivatives, 5 a±5 f, in moderate yield. 5 a±5 f involve a nine-membered ring, made up of carbon, nitrogen, phosphorus, and oxygen, as a central feature. Oxidation of 5 a±5 f with the urea-hydrogen peroxide adduct, (H 2 N) 2 C(:O)´H 2 O 2 , gave rise to the corresponding phosphoryl compounds, 6 a±6 f. All new compounds were characterized by NMR spectroscopy, mass spectrometry, and elemental analysis. For compound 6 e an X-ray crystal structure determination was conducted; the two formally identical halves of the molecule differ appreciably in the torsion angles in the region P±O±C (naphthyl).