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SYNTHESIS, THEORETICAL STUDY, AND ANTIMICROBIAL ACTIVITY OF NOVEL POLYSUBSTITUTED THIAZOLES

  作者 METWALLY NADIA HANAFY; ELTAHER SABRY  
  选自 期刊  Heterocycles;  卷期  2011年83-5;  页码  1029-1040  
  关联知识点  
 

[摘要]New 5-(9H-Fluoren-9-ylidene)- and 5-(1H-indan-1-ylidene)-2-thioxo-4-thiazolidinones 3a,b were synthesized Eco-friendly under microwave irradiation (MWI). These compounds undergo alkaline hydrolysis to afford the corresponding thiol derivatives 4a,b, which cyclized into polysubstituted thiazoles 6a-h using arylazomalononitriles 5a-d as nucleophilic agents. Some selected products were tested for their antimicrobial activities. The equilibrium geometries of the studied compounds were calculated at the B3LYP/6-31G(d) level of the density functional theory (DFT). Conformational analysis has been carried out to determine the most stable conformers. The relative stability of the azo and hydrazo tautomers has been investigated. The HOMO-LUMO energy gap is used in rationalizing the reactivity of the studied compounds.

 
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