Chemistry Letters

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

H Kinoshita, K Inomata, M Hayashi, T Kondoh…

Index: Kinoshita, Hideki; Inomata, Katsuhiko; Hayashi, Masatoshi; Kondoh, Takeshi; Kotake, Hiroshi Chemistry Letters, 1986 , p. 1033 - 1036

Full Text: HTML

Citation Number: 1

Abstract

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.