Nitrones and oxaziridines. XIX. Formation of β-Iminoalkylsulphonic acids by reaction of 1-Pyrroline 1-Oxides with sulphenes

Abstract

The reactions of 2-unsubstituted 1-pyrroline 1-oxides with sulphene and phenylsulphene (generated by the action of triethylamine on methane- and phenylmethane-sulphonyl chloride respectively) afford (1-pyrrolin- 2-yl)methanesulphonic acids, presumably via an intermediate cycloadduct. These iminosulphonic acids can be hydrogenated to the related (1-pyrrolidin-2-yl)methanesulphonic acids.