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The Aldol Addition of Readily Enolizable 1,3-Dicarbonyl Compounds to 2-Cyanobenzaldehyde in the Synthesis of Novel 3-Substituted Isoindolinones

  作者 MORE VIJAYKUMAR; DI MOLA ANTONIA; PERILLO MILENA; DE CAPRARIIS PAOLO; FILOSA ROSANNA; PEDUTO ANTONELLA; MASSA ANTONIO  
  选自 期刊  Synthesis;  卷期  2011年-18;  页码  3027-3031  
  关联知识点  
 

[摘要]The aldol addition of readily enolizable 1,3-dicarbonyl compounds to 2-cyanobenzaldehyde in the presence of a tertiary amine led to a series of new 3-substituted isoindolinones. Despite the instability of the related aldols, this synthesis was possible because of the intramolecular trapping of the adducts with the cyano group due to a tandem process of cyclization and rearrangement. Simple decarboxylation of some derivatives gave access to very useful compounds.

 
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