Synthesis, Characterization and biological evaluation of the novel benzodioxaphosphole-2-oxide derivatives with aryl substituted

The reaction sequence leading to the formation of novel benzodioxaphosphole-2-oxide derivatives with aryl substituted azetidinone/thiazolidinone system were accomplished through facile condensation of aryloxy-1, 3, 2-benzodioxa phosphole-4-carbohydrazide-2-oxides (4a-e) with aromatic aldehydes to afford the corresponding the important intermediate N’-(4-substituted benzylidene)-2-(4-substituted phenoxy) benzo(1,3,2)dioxa phosphole-2-oxide-4-carbohydrazide(5a-h). This intermediate (5) on one direction by subsequent reation with chloro acetyl chloride and triethyl amine in dry 1,4-dioxane gives the title compounds with azetidinone system (6 a-h) and on the other direction on refluxing with mercapto acetic acid in dry 1,4-dioxane and anhydrous zinc chloride gives the title compounds with thiazolidinone system (7 a-h). The structure of these newly synthesized compounds were established by their elemental analysis and spectral data (IR, H 1, C 13and P 31-NMR).These compounds have been screened for their antimicrobial activity and all are showing significant anti bacterial and antifungal activity.