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Preparation of Substituted Benzimidazoles and Imidazopyridines Using 2,2,2-Trichloroethyl Imidates

  作者 CARON STEPHANE; JONES BRIAN P; WEI LULIN  
  选自 期刊  Synthesis;  卷期  2012年44-19;  页码  3049-3054  
  关联知识点  
 

[摘要]The preparation of benzimidazoles and imidazopyridines has been achieved under mild conditions using 2,2,2-trichloroethyl imidates as the acylating agents. The reactions proceed smoothly in isopropyl alcohol at 70 degrees C. In cases where the acylation was rapid but the cyclization proceeded slowly, addition of sodium acetate proved to be beneficial. For substrates with poor nucleophilicity, modification of the solvent to the more inert tert-amyl alcohol, which can also achieve higher temperature, allowed for superior reactions.

 
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