MW-assisted treatment of oximinoacetanilides obtained from substituted primary aromatic amines was carried out in conc. H2SO4 medium for 5-10 sec to give cyclic amides (isatins) through intramolecular cyclization by means of electrophilic aromatic substitution. Isatins reacted with thiosemicarbazide under MW-condition gave the corresponding Schiff-bases. The Schiff-bases undergo cyclization in presence of minimal Ac2O under MW-irradiation for 3-4 min to give the spiro -thiadiazoline acetyl derivatives in excellent yield.
Keywords : Microwave-synthesis; Isatins; Schiff-base; spiro -Thiadiazoline; Green chemistry.
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DOI: 10.3329/jsr.v2i2.3731 J. Sci. Res. 2 (2), 322-329 (2010)