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Synthesis of 2-aryl-3-arylsulfonylindoles and 2-anilino-3-arylsulfonylindoles from 2-(arylsulfonyl)methylanilines using the aza-Wittig reaction of iminophosphoranes

  作者 Takahashi, M; Suga, D  
  选自 期刊  Synthesis;  卷期  1998年-7;  页码  986-990  
  关联知识点  
 

[摘要]2-(Arylsulfonyl)methyl-N-(triphenylphosphoranylidene)- anilines 5 were prepared starting from 2-(arylsulfonyl)methyl- anilines 2. The aza-Wittig reaction of iminophosphoranes 5 with acyl cyanides gave N-[aryl(cyano)methylene]-2-(arylsulfonyl)methylanilines 6, which were cyclized by sodium hydroxide to 2-aryl-3-arylsulfonylindoles 7. The iminophosphoranes 5 reacted with phenyl isocyanate to give the corresponding carbodiimides 11, which were cyclized in a similar manner to 2-anilino-3-arylsulfonylindoles 12.

 
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