The Journal of Organic Chemistry

Reaction of trialkyl phosphites with organic trisulfides. Synthetic and mechanistic aspects

DN Harpp, RA Smith

Index: Harpp,D.N.; Smith,R.A. Journal of Organic Chemistry, 1979 , vol. 44, p. 4140 - 4144

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Citation Number: 29

Abstract

The reaction of trialkyl phosphites with organic trisulfides to give a mixture of unsymmetrical and symmetrical disulfides and the corresponding phosphorothioates is described. Mechanistic aspects are discussed with respect to four possible ionic pathways. The synthetic potential for the preparation of unsymmetrical disulfides is examined and is found to be particularly useful for alkyl methyl disulfides.