A new and effective aminomethylation by the use of N-(p-toluenesulfonylmethyl)-p-toluenesulfonamide as an equivalent of methanimine. A convenient preparation of …
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.
