Turkish Journal of Chemistry, Vol.34, No.6, 847-858, 2010
Ethyl 5-oxo-3-arylamino-2,5-dihydroisoxazole-4-carboxylates as sources of imidazopyrimidine and aminoindole derivatives
The reaction of ethyl 5-oxo-3-arylamino-2,5-dihydroisoxazole-4-carboxylates with 2-chloropyrimidine and 2-chlorobenzoxazole gave the corresponding isoxazolones with pyrimidine and benzoxazole rings substituted on N-2. Their rearrangements with triethylamine in ethanol produced the corresponding imidazopyrimidine and aminoindole derivatives, respectively, through intramolecular cyclisation.
Keywords:Isoxazolones;2-chloropyrimidine;2-chlorobenzoxazole;rearrangements;imidazopyrimidines;aminoindoles