99337-24-3Relevant academic research and scientific papers
Reaction between N,N-Dialkylhydroxylamines and Sulphinyl Chlorides
Banks, Malcolm R.,Hudson, Robert F.
, p. 151 - 156 (2007/10/02)
The reactions of several N,N-dialkylhydroxylamines with methane- and benzene-sulphinyl chlorides below 0 deg C give O-sulphinylated intermediates.These rearrange at ambient temperatures to give the corresponding sulphonamides and in some cases the imines and products derived from the decomposition of the accompanying sulphinic acids.N.m.r. spectra ((1H and 13C) show strong polarizations in the sulphonamides, indicating a radical-cage mechanism.No CIDNP signals were observed in the imines, which can be formed in a six-electron symmetry-allowed cyclic elimination.
The Reaction between N,N-Dialkylhydroxylamines and Sulphinyl Chlorides
Banks, Malcolm R.,Hudson, Robert F.
, p. 799 - 800 (2007/10/02)
The reaction of N,N-dialkylhydroxylamines with sulphinyl chlorides proceeds via an O-sulphinylated hydroxylamine intermediate, which has been isolated and characterised by n.m.r. spectroscopy; rearrangement of this intermediate to the sulphonamide has been shown to involve an aminyl radical.
