This manuscript describes the C-H amination of a variety of nitro
aza-heterocyclic compounds by Vicarious Nucleophilic Substitution (VNS)
methodology with 4-amino-1,2,4-triazole (ATA). The aminated products were
characterized by NMR, MS and single-crystal X-ray diffraction. Among the
substrates examined, moderate to excellent yield (30-88%) and good
regioselectivity (ortho/para position of the nitro) are exhibited. This protocol
offers the advantages of mild conditions, short reaction time (only 2-4 h) with
inexpensive, commercially available and less toxic amination reagent, no
additional catalysts or reagents needed. Possible reaction mechanism was
also discussed.
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