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XANTHONES IN HETEROCYCLIC SYNTHESIS. AN EFFICIENT AND GENERAL ROUTE FOR THE SYNTHESIS OF REGIOSELECTIVELY SUBSTITUTED PHTHALAZINES

  作者 GARDIKIS YIANNIS; TSOUNGAS PETROS G; POTAMITIS CONSTANTINOS; PAIRAS GEORGE; ZERVOU MARIA; CORDOPATIS PAUL  
  选自 期刊  Heterocycles;  卷期  2011年83-6;  页码  1291-1302  
  关联知识点  
 

[摘要]Xanthone undergoes regioselective substitution and nucleophically triggered ring opening to the corresponding ketone. Hydrazone of the latter oxidatively rearranges to ortho-diacylarenes, which, then, with hydrazine gives regioselectively substituted phthalazines. Molecular modeling analysis and (1)H NMR spectra indicate an intramolecular H-bonding engaging phenol OH and phthalazine N-3 atom.

 
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