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XANTHONES IN HETEROCYCLIC SYNTHESIS. AN EFFICIENT ROUTE FOR THE SYNTHESIS OF C-3 o-HYDROXYARYL SUBSTITUTED 1,2-BENZISOXAZOLES AND THEIR N-OXIDES, POTENTIAL SCAFFOLDS FOR ANGIOTENSIN(II) ANTAGONIST HYBRID PEPTIDES

  作者 GARDIKIS YIANNIS; TSOUNGAS PETROS G; POTAMITIS CONSTANTINOS; ZERVOU MARIA; CORDOPATIS PAUL  
  选自 期刊  Heterocycles;  卷期  2011年83-5;  页码  1077-1091  
  关联知识点  
 

[摘要]Regioselective substitution of xanthone and its nucleophilic cleavage allow the synthesis of C-3 o-hydroxyaryl substituted 1,2-benzisoxazoles or their N-oxides by cyclodehydration or oxidative cyclization of their corresponding ketoxime precursors, respectively. Molecular modeling analysis and H-1 NMR spectra indicate an intramolecular H-bonding engaging phenol OH and the isoxazole ring N atom.

 
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