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Iodine-Catalyzed Aerobic Diazenylation-Amination of Indole Derivatives
Published in American Chemical Society
PMID: 32019297
Volume: 85
Issue: 5
Pages: 3748 - 3756
A mild strategy for consecutive diazenylation and amination of indole moieties has been demonstrated. The functionalization occurs at C3 and C2 carbon atoms, respectively, at the indole scaffold in the presence of catalytic iodine and air at 40 °C in the 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) solvent. It is noteworthy that the aromatic amines are generated in situ by the reaction of aryl hydrazine with iodine. In general, bright red products are obtained in moderate to good yield. Control reactions are conducted to establish the reaction mechanism. Copyright © 2020 American Chemical Society.
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Published in American Chemical Society
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