17626-99-2Relevant articles and documents
Hypervalent iodine in synthesis XXXII: A novel way for the synthesis of N-sulfonylsulfilimines from sulfides and sulfonamides using iodosobenzene diacetate
Ou, Wei,Chen, Zhen-Chu
, p. 4443 - 4449 (2007/10/03)
A number of N-sulfonylsulfilimines have been prepared through a novel way for the reaction of iodosobenzene diacetate with sulfides and sulfonamides under mild conditions.
Mechanism of the Reaction of Dialkyl Sulphides with Bromamine T in Alkaline Medium
Ruff, Ferenc,Kucsman Arpad
, p. 1075 - 1080 (2007/10/02)
Bromamine T (p-MeC6H4SO2NBr-K+) reacts readily with dialkyl sulphides (R2S) to yield sulphoxides (R2SO) and sulphimides (R2SNTs).The kinetics of the reaction were investigated in buffered alkaline water-methanol solutions.In rate-determining steps HOBr and p-MeC6H4SO2NHBr formed in equilibrium reactions convert dialkyl sulphides into bromosulphonium (R2SBr+) intermediates (ρ* -1.22 and 1.11, ρI -13.3 and -14.4, respectively.).Electrophilic additions of Br+ to sulphur atom are significantly hindered by the steric effect of S-alkyl groups (δ 0.713 and 0.765, ρs 0.766 and 0.792, respectively).Products are rapidly formed from bromosulphonium ions by nucleophilic displacement with OH- and p-MeC6H4SO2NH- nucleophiles.Product distribution depends on pH and the concentration of p-MeC6H4SO2NH2 but is not influenced markedly by S-alkyl groups in sulphides.Results are compared with those obtained earlier for chloramine T.