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Sequential Hydration-Condensation-Double Cyclization of Pyridine-Substituted 2-Alkynylanilines: An Efficient Approach to Quinoline-Based Heterocycles

  作者 PENG LIJIE; WANG HONGGEN; PENG CHANGLAN; DING KE; ZHU QIANG  
  选自 期刊  Synthesis;  卷期  2011年-11;  页码  1723-1732  
  关联知识点  
 

[摘要]An environmentally benign and atom-economical process to construct a unique quinoline-based tetracyclic scaffold, through sequential hydration-condensation-double cyclization reactions, has been described. The reaction starts with readily available pyridine-substituted o-alkynylanilines and beta-keto esters, promoted by p-toluenesulfonic acid in ethanol in one pot. In the absence of beta-keto esters, multisubstituted quinolines are formed bimolecularly in reasonable yields.

 
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