34690-49-8Relevant academic research and scientific papers
LDA-promoted decomposition of benzenesulfenamides. A route to aminyl radicals by dioxygen oxidation of lithium amides
Barbieri, Anna,Montevecchi, Pier Carlo,Nanni, Daniele,Navacchia, Maria Luisa
, p. 13255 - 13264 (2007/10/03)
The LDA-promoted decomposition of N-monosubstituted sulfenamides 1a-d occurs through the formation of thioaminyl anions, which undergo oxidation either at sulfur, with formation of sulfonamides, or at nitrogen, with formation of thioaminyl radicals, depending on the nature of the 4'-substituent. The reaction of N,N-disubstituted sulfenamides 1e-h proceeds through the intermediacy of a lithium complex capable of generating aminyl radicals via sulfenyl group transfer to the di-iso-propylamido anion and subsequent aerial oxidation of the resulting lithium amides 3e-h.
SULFENAMIDES AND SULFINAMIDES VI. REACTIONS OF ARYL SULFENAMIDES WITH DIPHENYLPICRYLHYDRAZYL FREE RADICAL
Chan, Christopher,Cole, Edward R.,Southwell-Keely, Peter T.
, p. 261 - 269 (2007/10/02)
Hydrogen abstraction may be postulated as the first step in reactions of aryl sulfenamides with the stable diphenylpicrylhydrazyl free radical.Differences in the reactivity of the sulfenamides are controlled by steric and electronic effects of the substituents, with attention drawn to the capacity of the divalent sulfur atom to relay these effects.Origins of decomposition products are discussed.
