A NEW AND EFFECTIVE AMINOMETHYLATION BY THE USE OF N-(p-TOLUENESULFONYLMETHYL)-p-TOLUENESULFONAMIDE AS AN EQUIVALENT OF METHANIMINE. A CONVENIENT PREPARATION OF PYRROLE COMPOUNDS

Article abstract of DOI:10.1246/cl.1986.1033

Readily available N-(p-toluenesulfonylmethyl)-p-toluenesulfonamide was treated with base to generate N-methylene-p-toluenesulfonamide which reacted with a variety of nucleophiles forming the corresponding N-tosyl-aminomethylated compounds in good yields.Furthermore, the N-tosyl-aminomethylated acetals thus obtained were converted into the corresponding N-tosylpyrroles with the aid of acid catalyst in excellent yields.