Efficient synthesis of novel N-acylsulfonamide oxazolidin-2-ones derivatives

Abstract

A convenient method for the synthesis of new series of N-acylsulfonamide containing oxazolidin-2-one moiety starting from chlorosulfonyl isocyanate and chiral oxazolidinones in two steps (carbamoylation and sulfamoylation), is described. The starting oxazolidinones were obtained in two steps starting from amino acids by reduction with NaBH4 then cyclization in the presence of carbonate diethyl. The synthesis of N-acylsulfonamide oxazolidin-2-ones derivatives has been carried out in excellent isolated yields. The structures of all synthesized compounds were unambiguously confirmed by usual spectroscopic methods 1H NMR, 13C NMR, IR, EA and MS.