5296-62-8Relevant academic research and scientific papers
Ruthenium-catalyzed decarboxylative C-S cross-coupling of carbonothioate: synthesis of allyl(aryl)sulfide
Zheng, Ren-Hua,Guo, Hai-Chang,Chen, Ting-Ting,Huang, Qing,Huang, Guo-Bo,Jiang, Hua-Jiang
, p. 25123 - 25126 (2018/07/29)
A novel ruthenium-catalyzed decarboxylative cross-coupling of carbonothioate is disclosed. This method provides straightforward access to the corresponding allyl(aryl)sulfide derivatives in generally good to excellent yields under mild conditions and feat
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.
A mechanism of the hydrogenation of the double bond in the synthesis of allyl chalcogenides in the hydrazine hydrate - Potassium hydroxide system
Deryagina,Korchevin,Russavskaya,Grabel'nykh
, p. 1827 - 1829 (2007/10/03)
Allyl halides react with elemental selenium in the N2H4 · H2O-KOH system to give diallyl chalcogenides and allyl propyl chalcogenides. The latter form only in the presence of oxygen when unsaturated intermediates CH2=CHCH2YK (Y = S and Se), which are soluble in hydrazine hydrate, are hydrogenated with diimide.
New Synthetic Routes to Unsymmetrical Diorganyl Sulfides
Deryagina,Korchevin,Papernaya
, p. 812 - 815 (2007/10/03)
A number of new methods for preparing unsymmetrical diorganyl sulfides was proposed. The methods rely on generation of thiolate anions from thiols, isothiuronium salts, and disulfides in the system hydrazine hydrate-KOH, followed by alkylation of the anions with alkyl halides. The hydrazine hydrate plays the role of medium and reducing agent, which prevents side thiol oxidation. The yield of sulfides reaches 98%. The reaction products are readily separated from the aqueous-hydrazine layer and purified by distillation. The yield of sulfides is reduced by a deficit of alkali and by increasing chain length and functionalization of alkyl groups in the alkyl halide. The reactivity of alkyl halides is independent of the nature of the halogen. From isothiuronium salts, 2-pyridyl sulfides were obtained in the highest yields.
Structure-Stability Relationships in Vinyl Sulfides. III. Stabilization Caused by Different Alkylthio and Phenylthio Groups Attached to an Olefinic Double Bond
Kimmelma, Reijo
, p. 550 - 555 (2007/10/02)
The stabilization energies of different alkylthio and phenylthio groups attached to an olefinic double bond have been evaluated with respect to the energy differences of the isomerization reactions of some unsaturated sulfides, in which the double bond migrates from the β,γ- to the α,β-position.According to these results the stabilization energies (in kJ mol-1) are: MeS 15.6, EtS 14.8, i-PrS 15.7, t-BuS 17.5 and PhS 14.4
Selective Condensation of titanium Reagent with Carbonyl Compounds
Furuta, Kyoji,Ikeda, Yoshihiko,Meguriya, Noriyuki,Ikeda, Nobuo,Yamamoto, Hisashi
, p. 2781 - 2790 (2007/10/02)
titanium reagent generated easily from allyl ethyl sulfides condensed with aldehydes to give erythro-β-hydroxy sulfides in highly regio- and stereoselective manner.In contrast, crotyl ethyl sulfide reacted with aldehydes affording δ-hydroxy vinyl sulfide exclusively.The substitution pattern of the starting sulfide can have a pronounced effect on the selectivity in this condensation reaction, erythro-β-Hydroxy sulfide obtained was transfromed stereoselectively to the trans-vinyloxirane or 1,3-alkadiene.
Gas Phase Reactions, 24. The Thermal Generation of Thiocarbonyl Compounds
Bock, Hans,Hirabayashi, Takakuni,Mohmand, Shamsher
, p. 492 - 503 (2007/10/02)
Thiocarbonyl derivatives R1R2C=S with R1, R2 = H, CH3, C6H5 can be generated thermally in the gas phase from a variety of precursors.Especially advantageous are the cleavage of propene from allyl sulfides or, for their preparation in pure form, the pyrolysis of dithietane or trithiolane derivatives.Photoelectron spectroscopy proves to be well-suited for gas analysis in the flow tube used, for the optimization of the decomposition conditions, and via assignment of the observed ionization patterns for the characterization of the thioaldehydes and thioketones prepared.
