Antibacterial azetidin-2-ones - prepd from related sulphonoxy cpds and nucleophiles

摘要

Title cpds. have the formula:- (where R1 is Ph, benzyl or benzhydryl (opt. substd. by alkyl, alkoxy, fluoroalkoxy, alkylamino, alkyl-SO2, alkoxycarbonyl, sulphamoyl, carbamoyl, F, Br, Cl, nitro, CN, OH or CF3), alkyl, alkenyl, haloalkenyl, alkynyl, haloalkyl, cyanoalkyl, alkyl-0/S-alkyl, alkoxycarbonylalkyl, alkylcarbonylalkyl, formylalkyl, aminocarbonylalkyl opt. acetalated, 2-thienyl(furyl) alkyl or tetrahydrofurylalkyl; R2 is I, Br, Cl, alkoxy, alkylthio, aryloxy, arylthio, acyloxy, acylthio, CN, CNO, CNS, N3, OH, aryl-SO2 or O.NO; R3 is Ph (opt. substd. by alkyl, alkoxy, fluoroalkoxy, alkyl-SO2, alkylamino, sulphamoyl, carbamoyl, alkoxycarbonyl, F, Cl, Br, nitro, CN, OH or CF3) 2-furyl (thienyl) beta-phenylvinyl, or benzyl, benzhydryl or trityl (Ph opt. substd. as above), alkoxy, alkenyloxy, alkylthio, alkenylthio, alkynylthio, or alkyl, alkenyl or alkynyl (opt. substd. by halogen or CN), benzyl (benzyhydryl, trityl)thio, alkoxycarbonylalkylthio, alkylcarbonylalkylthio, formylalkylthio, pyruvyl or alkylcarbonylalkoxy opt. acetalated), esp. the cis-forms. In their prepn. a gp. -OSO2R4 in the 3-position is replaced by R2 by reaction with R2 circled negative as a salt in an aprotic solvent.