Issue 0, 1981

Intermolecular trapping of sulphenylnitrenes by alkenes

Abstract

Oxidation of 2,4-dinitrobenzenesulphenamide with lead tetra-acetate in the presence of electron-rich alkenes (styrene, (E)- and (Z)-1-phenylpropene, 2-phenylpropene, (Z)-but-2-ene, and butadiene) gives the corresponding substituted N-(2,4-dinitrophenylsulphenyl)aziridines. Intermolecular trapping of a presumed sulphenylnitrene intermediate is also successful in the oxidation of 2-nitrobenzenesulphenamide but fails for RSNH2 when R = PhCO, 4-ClC6H4, or 4-NO2C6H4.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1981, 2615-2619

Intermolecular trapping of sulphenylnitrenes by alkenes

R. S. Atkinson and B. D. Judkins, J. Chem. Soc., Perkin Trans. 1, 1981, 2615 DOI: 10.1039/P19810002615

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