Reaction of 2-(Benzenesulfonyl)-5-(p-chlorobenzenesulfonyl)-4-tosyl-1,3-thiazole with O-,N-,S-,and C-Nucleophiles

摘要

2-(Benzenesulfonyl)-4-tosyl-1,3-thiazole was synthesized starting from the available 2,2-dichloro-1-tosylethenyl isothiocyanate.The product is a pronounced electrophilic substrate feasible for investigation of the order of nucleophilic substitution at the C2,C4,and C5 centers of the thiazole ring.Different nucleophilic agent first attack the C2 atom.After that 5-nucleophiles react with C5,while O-and N-nucleophiles,with C4.