The efficient preparation of cis-3-(N-arylamino)-2-phenylnaphtho[1,3-d]-1,2-oxaphosphole 2-oxides 4 and 5 is described by a three-component reaction involving phenyldichlorophosphine (2) 1-hydroxy-2-naphthaldehyde/1-hydroxy-2-acetonaphthone (1) and different substituted amines (3) in anhydrous benzene. The stereo structure, of the products (4 and 5), as well as the reaction mechanism of the cyclization is discussed. The title compounds (4 and 5) were fully characterized by NMR and mass spectral data. Their anti microbial activity was evaluated J. Heterocyclic Chem., 42, 775 (2005).Introduction.

Organo-phosphorus compounds S 0080Synthesis and Antimicrobial Activity of 3-(N-Arylamino)-2-phenylnaphtho[1,3-d]-1,2-oxaphosphole 2-Oxides. -The three-component Mannich-type reaction of naphthalene derivatives (I) with phenyldichlorophosphine (II) and amines (III) yields the amino naphthooxaphosphole system (IV) in a stereocontrolled manner. Compounds (IV) are screened for their antibacterial activity against S. aureus and E. coli, as well as for their antifungal activity against A. niger and H. oryzae. Interestingly, aminopyridine substituted compound (IVb) exhibits slightly higher activity against E. coli compared to penicillin. -(HARANATH, P.; ANASUYAMMA, U.; RAJU, C. N.; REDDY, C. D.; REDDY*, C. S.; J. Heterocycl. Chem. 42 (2005) 5, 775-779; Dep. Chem., Sri Venkateswara Univ., Tirupati 517 502, India; Eng.) -H. Hoennerscheid 47-170

Synthesis of 2,10 -dibromo dibenzo [tfg][l,3,6,2] dioxathiaphosphocin 6-sulfido-6-amino acid esters 4a-i were accomplished through a two step process. This involved prior preparation of the monochloride 2 as 2,10-dibromo-6-chloro dibenzo [rf,g][l,3,6,2] dioxa-thiaphosphocin 6-sulfide and its subsequent reaction with the ester of amino acids 3a-i in dry tetrahydrofuran in the presence of triethylamine at various temperatures. They were characterized by elemental analysis, IR, 'H, 13 C and 31 P spectral data.

Substituted dibenzo dioxaphosphocin-6-yl ureas were synthesized by reacting hexachlorophene (4) with different carbamidophosphoric acid dichlorides (3) in the presence of triethylamine in dry toluene at 45-50°C. Their IR, 1 H, 13 C and 31 P NMR spectral data is discussed. These compounds were found to possess good antimicrobial activity.

Novel 3 substituted 1,5-dihydro-2,4,3-benzodioxaphosphepine 3-oxides (5a-h)