Intermolecular trapping of sulphenylnitrenes by alkenes
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2615-2619
- https://doi.org/10.1039/p19810002615
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.Keywords
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