Synthesis, characterization and biological evaluation of the novel benzodioxaphosphole-2-oxide derivatives with aryl substituted
2-Azetidinone and 4-Thiazolidinone System
P. Jagadeeswara Rao, K. S. Bhavani Aishwarya, Y. N. Spoorthy, D. Ishrath Begum and L. K. Ravindranath
Department of Chemistry, Sri Krishnadevaraya University, Anantapur–515005, INDIA
Abstract: 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.
Keywords: Benzodioxaphosphole-2-oxide; azetidinone system; thiazolidinone system; anti bacterial; antifungal activity. © 2014 ACG Publications. All rights reserved. |