Treatment of N-alkoxyamides with bis(trifluoroacetoxy)iodobenzene generated electron deficient nitrogen species, which readily cyclized onto aromatic ring to give N-alkoxy-2- oxoindoles. The effect of different substituent on aromatic ring to the electrophilic substitution was studied. Treatment of N-alkoxyamides with bis (trifluoroacetoxy) iodobenzene generated electron deficient nitrogen species, which readily cyclized onto aromatic rings to give N-Alkoxy-2-oxoindoles. The effect of different substituents on aromatic ring to the electrophilic substitution was studied.