Tetrahedron

Selective sulfur oxygenation in phosphoroamidate, thionophosphate, and thiophosphate agrochemicals by perfluoro-cis-2, 3-dialkyloxaziridine

M Terreni, M Pregnolato, G Resnati, E Benfenati

Index: Terreni, Marco; Pregnolato, Massimo; Resnati, Giuseppe; Benfenati, Emilio Tetrahedron, 1995 , vol. 51, # 29 p. 7981 - 7992

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Citation Number: 12

Abstract

Several organophosphorus agrochemicals 2a-g with thioether, phosphoramidic, phosphorothioic, and phosphorothionic functions were reacted with perfluoro cis-2-n-butyl-3- n-propyloxaziridine 1. The selective oxygenation of sulfide function to give sulfoxide derivatives 3a-g occurred in high yields without overoxidation to sulfone products. Sulfoxides 3a-e were further oxidized under mild conditions to the corresponding sulfones ...