592-88-1Relevant articles and documents
Regioselective reactions of sulfur, selenium and tellurium chlorides with allyl trimethyl silane
Martynov, Alexander V.,Makhaeva, Natalia A.,Larina, Lyudmila I.,Amosova, Svetlana V.
, p. 1964 - 1968 (2011)
Electrophilic addition of SCl2, SeCl2 and SeCl 4 to 2 equivalents of allyl trimethyl silane proceeds regioselectively to give bis[2-chloro-3-(trimethylsilyl)propyl] sulfide, selenide and selenium dichloride, respectively. The reaction with TeCl 4 affords only diallyl tellurium dichloride. The structures of the compounds were confirmed by 1H, 13C, 77Se and 125Te NMR techniques.
Yb(iii)-catalysedsyn-thioallylation of ynamides
Dutta, Shubham,Gandon, Vincent,Gogoi, Manash Protim,Mallick, Rajendra K.,Prabagar, B.,Sahoo, Akhila K.,Vanjari, Rajeshwer,Yang, Shengwen
supporting information, p. 7521 - 7524 (2021/08/05)
Reported herein is asyn-thioallylation of ynamides incorporating a sulfide moiety at the α-position and an allyl group at the β-position of the ynamide. The transformation is successful under ytterbium(iii)-catalysis, providing access to highly substituted thioamino-skipped-dienes with broad substrate scope. Thus, tetrasubstituted olefins (with four different functional groups: amide, phenyl, thioaryl/alkyl, and allyl on the carbon centers) are made in a single step from readily accessible ynamides, preserving complete atom economy. The reaction can be extended to the synthesis of selenoamino dienes by ynamidesyn-selenoallylation. DFT studies and control experiments provide insight into the reaction mechanism.
Aqueous hemin catalyzed sulfonium ylide formation and subsequent [2,3]-sigmatropic rearrangements
Xu, Xiaofei,Li, Chang,Tao, Zhihao,Pan, Yuanjiang
supporting information, p. 1245 - 1249 (2017/08/15)
A mild hemin catalytic system for sulfonium ylide generation via a metal carbenoid and a subsequent [2,3]-sigmatropic rearrangement reaction in aqueous solvent is well-established, with the assistance of cyclodextrin (CD) and Triton X-100. The protocol displays high catalytic activity with a broad substrate scope of aryl/alkyl allyl sulfides and diazo reagents, affording homoallyl sulfide products in up to 99% yield. Notably, this catalytic system is successful for water-insoluble allyl sulfides but ineffective for allyl amines or allyl ethers. Moreover, an unprecedented cascade reaction of sulfonium ylide formation, [2,3]-sigmatropic rearrangement and C-H insertion was reported.
Efficient reduction of sulfoxides with NaHSO3 catalyzed by I2
Abbasi, Mohammad,Mohammadizadeh, Mohammad Reza,Moradi, Zahra
, p. 6610 - 6613 (2015/11/09)
An efficient method for the deoxygenation of sulfoxides into their corresponding sulfides at room temperature using NaHSO3 in the presence of catalytic I2 has been reported.
Diallyl Trisulfide Is a Fast H2S Donor, but Diallyl Disulfide Is a Slow One: The Reaction Pathways and Intermediates of Glutathione with Polysulfides
Liang, Dong,Wu, Haixia,Wong, Ming Wah,Huang, Dejian
supporting information, p. 4196 - 4199 (2015/09/15)
Diallyl trisulfide (DATS) reacts rapidly with glutathione (GSH) to release H2S through thiol-disulfide exchange followed by allyl perthiol reduction by GSH. Yet diallyl disulfide (DADS) only releases a minute amount of H2S via a sluggish reaction with GSH through an α-carbon nucleophilic substitution pathway. The results clarify the misunderstanding of DADS as a rapid H2S donor, which is attributed to its DATS impurity.
NaI/silica sulfuric acid as an efficient reducing system for deoxygenation of sulfoxides in poly ethylene glycol (PEG-200)
Zarei, Morteza,Ameri, Mohammad Aghil,Jamaleddini, Azar
, p. 259 - 263 (2013/08/26)
Deoxygenation of structurally diverse sulfoxides including dialkyl, diaryl, aryl alkyl and allyl sulfoxides to the corresponding sulfides were carried out using a NaI/silica sulfuric acid reducing system at room temperature in poly ethylene glycol (PEG-200) in excellent yields.
Regioselective addition of sulfur dichloride and selenium tetrachloride to diallyldimethylsilane as the method of preparation of eight-membered heterocycles containing silicon and chalcogens
Martynov,Makhaeva,Larina,Amosova
experimental part, p. 1675 - 1677 (2011/03/18)
The electrophilic additiob of sulfur dichloride and selenium tetrachloride to diallyldimethylsilane proceeds strictly according Markownikoff rule and results in the formation of previously unknown saturated silicon-containing heterocycles, 5,5-dimethyl-3,7-dichloro-1,5-thiasilacyclooctane and 5,5-dimethyl-1,1,3,7-tetrachloro-1,5-selena(IV)silacyclooctane. The structure of heterocycles obtained was confi rmed by 1H, 13C NMR spectra, in the case of selenium-containing heterocycle, by 77Se NMR spectrum, among them the 2D HMBC spectrum. Pleiades Publishing, Ltd., 2010.
TAPC-promoted oxidation of sulfides and deoxygenation of sulfoxides
Bahrami, Kiumars,Khodaei, Mohammad M.,Sheikh Arabi, Mehdi
supporting information; experimental part, p. 6208 - 6213 (2010/11/04)
Figure presented. 1,3,5-Triazo-2,4,6-triphosphorine-2,2,4,4,6,6- tetrachloride (TAPC) was found to be an efficient promoter for the oxidation of sulfides and deoxygenation of sulfoxides. Excellent yields, short reaction time, easy and quick isolation of the products, solvent-free process, and excellent chemoselectivity are the main advantages of this procedure.
Mild and efficient deoxygenation of sulfoxides to sulfides with triflic anhydride/potassium iodide reagent system
Bahrami, Kiumars,Khodaei, Mohammad Mehdi,Karimi, Ahmad
experimental part, p. 2543 - 2546 (2009/04/04)
It was found that the combination of triflic anhydride/potassium iodide was an effective promoter for the deoxygenation of sulfoxides and gave the corresponding sulfides in excellent yield in acetonitrile at room temperature. It is worth mentioning that this reagent system is chemoselective and tolerates various functional groups, such as alkene, ketone, ester, aldehyde, acid, and oxime. Georg Thieme Verlag Stuttgart.
GARLIC PROCESSING
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Page/Page column 5-6; 8, (2008/12/05)
A method of producing polysulfides comprising the step of adding elemental sulphur to an allicin-containing plant extract. In preferred embodiments, the plant extract is mechanically treated members of the genus Allium, especially garlic. In further preferred aspects of the invention, the plant extract and sulphur mixture is heated, and the pH is controlled to allow manipulation of the polysulfide chain length. The addition of organic bases, containing nitrogen lone pairs, allows further control of polysulfide chain length.
