A Convenient Synthesis of 4-(Phenylsulfonylthio)-2-azetidinones

Tanaka, H.; Taniguchi, M.; Uto, S.; Shiroi, T.; Sasaoka, M.;Torii, S. Bull. Chem. Soc. Jpn. 1991, 64, 1416.

4-(Phenylsulfonylthio)-2-azetidinones have been prepared conveniently by the reaction of 4-(2-benzothiazolyldithio)-2-azetidinones with 2-benzothiazolyl benzenethiosulfonates. A combination of this reaction with the electrolytic cross-coupling of bis(benzothiazolyl) disulfide and ammonium benzenesulfinate can establish a recycling system, in which S-(2-benzothiazolyl) benzenethiosulfonate is regenerated to play a critical role in penicillincephalosporin conversions.