A. R. M. Ebrahimlo, J. Khalafy
Jun 22, 2008
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0
Influential Citations
2
Citations
Journal
Arkivoc
Abstract
1,3-Bis(isoxazol-3-ylamino)benzenes, substituted on isoxazole-nitrogen with a pyrimidine group, react with triethylamine in ethanol under reflux to afford the corresponding 2indolylaminoimidazopyrimidine derivatives. Keyword: Aryl bis-isothiocyanates, 1,3-bis(isoxazol-3-ylamino)benzenes, 2-chloropyrimidine, base induced rearrangement, indolylaminoimidazopyrimidine Introduction Prager and co-workers have reported that 2-aryl-3-arylaminoisoxazol-5(2H)-ones undergo solvolysis in the presence of potassium carbonate to form either imidazopyridines or indoles, and have suggested the reaction proceeds via the formation of 1,3-dipoles that undergo intramolecular cyclisation. We have also reported that arylaminoisoxazol-5(2H)-ones, substituted on nitrogen with a nitropyridine group (1), react with triethylamine in ethanol under reflux condition to provide a convenient synthesis of ethyl 2-arylaminoimidazo[1,2-a]pyridine-3-carboxylates (2) (Scheme 1).