Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 21, Pages 8690-8697Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo2012187
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- China Postdoctoral Science Foundation [200904507610]
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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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