Tetrahedron

Mechanism of the reaction of Np-tosylsulphilimine and related compounds with thiophenolate ion

S Oae, T Aida, M Nakajima, N Furukawa

Index: Oae,S. et al. Tetrahedron, 1974 , vol. 30, p. 947 - 955

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Citation Number: 8

Abstract

The reaction of alkyl aryl Np-tosylsulphilimines with thiophenolate ion was found to afford quantitatively the sulphide that arises by an SN2 like reaction on the carbon atom adjacent to the tri-valent sulphur atom. This reaction was also found to proceed smoothly with such compounds as sulphoxides and sulphones and sulphoxmanes. The kinetic study on the reaction between aryl methyl Np-tosylsulphilimine with thiophenolate ion in DMF reveals ...