81576-36-5Relevant academic research and scientific papers
A convenient method for bromosulfenylation: Reactions of sulfenamides with olefins in the presence of POBr3
Zyk, Nikolai V.,Beloglazkina, Elena K.,Gazzaeva, Rimma,Tyurin, Vladimir S.,Titanyuk, Igor D.
, p. 33 - 45 (1999)
A general method for the one-pot transformation of alkenes into abromoalkyl-arylsulfides has been proposed based on the sulfenylation reaction by means of sulfenamides in the presence of phosphorus oxibromide. The plausible reaction mechanism and the results of reactions with a number of model alkenes such as cyclohexene, 1-heptene, norbornene and other from the bicyclo[2.2.1]heptane series are discussed.
Activation and reaction volumes of the reactions of o-and p-nitrophenylsulfenyl chlorides with styrene and cyclohexene in some solvents
Kiselev,Kashaeva,Potapova,Konovalov
, p. 494 - 498 (2008/09/17)
The effect of hydrostatic pressure below 1000 kg cm-2 on the rate of reactions of o-and p-nitrophenylsulfenyl chlorides with styrene and cyclohexene was studied. The activation and reaction volumes (cm3 mol-1) for the reactions of o-nitrophenylsulfenyl chloride with styrene in acetonitrile (-23.1 and -23.6), 1,2-dichloroethane (-29.2 and -24.7), chlorobenzene (no, -20.2), and anisole (-25.1 and -21.2) and for the reaction of p-nitrophenylsulfenyl chloride with styrene in carbon tetrachloride (-39.5±1.5 and -22.0) were determined. In carbon tetrachloride the activation volumes for the reactions of cyclohexene with o-and p-nitrophenylsulfenyl chlorides (-37.7±2.0 and -40.9±1.2 cm 3 mol-1, respectively) are almost the same and coincide with the data for the reactions with styrene. The considerable decrease in the volume of the transition state in the nonpolar solvent is considered as a consequence of the enhanced electrostriction of carbon tetrachloride in the solvate sphere of the transition state of the reaction, which excludes the nonpolar transition state of the sulfuran type.
S-aryl N,N-dialkylamidothiosulfates, a novel class of sulfenic acid derivatives
Zyk,Beloglazkina,Lapshina,Belova
, p. 1478 - 1480 (2007/10/03)
A method for the synthesis of S-aryl N,N-dialkylamidothiosulfates, a novel class of sulfenic acid derivatives, was proposed. The method is based on the reaction of arenesulfenyl chlorides with N,N-dialkylamidosulfinic acids or with secondary amines in liquid SO2 in the presence of triethylamine. In the presence of halogen-containing Lewis acids, 5-aryl N,N-dialkylamidothiosulfates add to the C=C bonds to give aryl β-haloalkyl sulfides.
