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A facile route to pyrrolo[2,1-a]- and 1,2,3-triazolo[5,1-a]dihydroisoquinolines.

  作者 Abdallah, Tayseer A.;  
  选自 期刊  Heterocycles;  卷期  2008年75-11;  页码  2779-2789  
  关联知识点  
 

[摘要]Treatment of 3,4-dihydro-6,7-dimethoxy-1-methylisoquinoline (I) with a-bromoketones in benzene in the presence of triethylamine afforded the corresponding pyrrolo[2,1-a]isoquinolines II (R = Ph, benzothiazin-2-yl, etc.). Also treatment of 3,4-dihydro-6,7-diethoxyisoquinoline-1-carbonitrile (III) with a-bromoketones under the same reaction conditions afforded the corresponding pyrroloisoquinolines. Exposure of pyrrolo[2,1-a]isoquinolines to diazoarenes produced the corresponding azo-substituted derivs., while treatment of isoquinolinium salts with p-tolyldiazonium chloride in ethanol afforded triazoloisoquinoline deriv. IV with concomitant elimination of a-bromoketones.

 
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