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FIRST SYNTHESIS OF 2-HETEROARYLAZULENES BY THE ELECTROPHILIC SUBSTITUTION OF AZULENE WITH TRIFLATE OF N-CONTAINING HETEROCYCLES

  作者 SHOJI TAKU; INOUE YUTA; ITO SHUNJI; OKUJIMA TETSUO; MORITA NOBORU  
  选自 期刊  Heterocycles;  卷期  2012年85-1;  页码  35-41  
  关联知识点  
 

[摘要]An efficient synthesis of 2-heteroarylazulene derivatives was established via electrophilic substitution. The reaction of 6-dimethylamino-1,3-di(methylthio)azulene (1a) with the triflate of N-containing heteroarenes proceeded in the presence of excess heteroarenes to afford the corresponding 2-dihydroheteroarylazulene derivatives 3-7. The 2-dihydroheteroarylazulene derivatives were readily converted into the desired 2-heteroarylazulene derivatives 8-11 by the treatment with KOH in alcohols in excellent yields, except for 4 and 5.

 
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