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Versatile Synthesis of Dissymmetric Diarylideneacetones via a Palladium-Catalyzed Coupling-Isomerization Reaction

  作者 GENDRON THIBAULT; DAVIOUDCHARVET ELISABETH; MUELLER THOMAS J J  
  选自 期刊  Synthesis;  卷期  2012年44-24;  页码  3829-3835  
  关联知识点  
 

[摘要]As a twofold Michael system, the diarylideneacetone core is of particular interest in organic synthesis and for therapeutic applications. To overcome the drawbacks of the classical Claisen-Schmidt protocol, a new methodology for the synthesis of dissymmetric (hetero)diarylideneacetones has been developed. Conditions were optimized with a Box-Behnken design of experiment. The milder reaction conditions allow the efficient preparation of fluorinated, or heteroaromatic, dissymmetric diarylideneacetones which cannot be obtained through the classical Claisen-Schmidt protocol.

 
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