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    STUDIA CHEMIA - Issue no. 3 / 2019  
         
  Article:   IMIDAZOLIUM YLIDES: CYCLOADDITION versus HYDROLISIS.

Authors:  DUMITRELA CUCU, VIOLETA MANGALAGIU, DORINA AMARIUCAI-MANTU, VASILICHIA ANTOCI, IONEL I. MANGALAGIU.
 
       
         
  Abstract:   Reactions of imidazolium ylides with dimethyl acetylenedicarboxylate in polar solvents (methanol) were studied. In the competition between cycloaddition versus hydrolysis, the last one prevails leading to base heterocycle, diene structures and benzoate esters. A feasible reaction mechanism is presented. When fused pyrrolo-imidazole derivatives are desirable to be obtained, polar solvents should be avoided.

Keywords: imidazolium ylides, hydrolysis, cycloaddition, reaction mechanism, diene, pyrrolo-imidazole derivatives
 
         
     
         
         
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