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Oxidative Cyclization of 2-Aryl-3-arylamino-2-alkenenitriles to N-Arylindole-3-carbonitriles Mediated by NXS/Zn(OAc)(2)

  作者 YAN QIAO; LUO JI; ZHANGNEGRERIE DAISY; LI HUI; QI XIUXIANG; ZHAO KANG  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-21;  页码  8690-8697  
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[摘要]A variety of 2-aryl-3-arylamino-2-alkenenitriles were converted to N-arylindole-3-carbonitriles in a one-pot manner through NBS- or NCS-mediated halogenation followed by Zn(OAc)(2)-catalyzed intramolecular cyclization. It is postulated that the process involves the formation of arylnitrenium ion intermediates, which undergo the electrophilic aromatic substitution to give the cyclized N-arylindole product.

 
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