3195-86-6Relevant academic research and scientific papers
Preparation, characterization and application of MgFe2O4/Cu nanocomposite as a new magnetic catalyst for one-pot regioselective synthesis of β-thiol-1,4-disubstituted-1,2,3-triazoles
Eisavi, Ronak,Naseri, Kazhal
, p. 13061 - 13076 (2021/04/22)
Magnesium ferrite magnetic nanoparticles were synthesized by a solid-state reaction of magnesium nitrate, hydrated iron(iii) nitrate, NaOH and NaCl salts and then calcined at high temperatures. In order to prevent oxidation and aggregation of magnesium ferrite particles, and also for preparing a new catalyst of supported copper on the magnetic surface, the MgFe2O4was covered by copper nanoparticles in alkaline medium. Magnetic nanoparticles of MgFe2O4/Cu were successfully obtained. The structure of the synthesized magnetic nanoparticles was identified using XRD, TEM, EDS, FT-IR, FESEM and VSM techniques. The prepared catalyst was used in the three component one-pot regioselective synthesis of 1,2,3-triazoles in water. The various thiiranes bearing alkyl, allyl and aryl groups with terminal alkynes, and sodium azide in the presence of the MgFe2O4/Cu nanocatalyst were converted to the corresponding β-thiolo/benzyl-1,2,3-triazoles as new triazole derivatives. The effects of different factors such as time, temperature, solvent, and catalyst amount were investigated, and performing the reaction using 0.02 g of catalyst in water at 60 °C was chosen as the optimum conditions. The recovered catalyst was used several times without any significant change in catalytic activity or magnetic property.
Regio- and Stereoselective Synthesis of Dithiocarbonates under Ambient and Solvent-Free Conditions
Diebler, Johannes,Spannenberg, Anke,Werner, Thomas
, p. 2027 - 2030 (2016/07/07)
Herein, we report on the utilization of readily available lithium tert-butoxide as an efficient catalyst for the addition of carbon disulfide to terminal and internal epoxides under ambient conditions. Notably, the reaction proceeds regio- and stereoselectively. By applying the optimized conditions, 14 terminal and internal epoxides were converted. The desired cyclic dithiocarbonates were isolated in yields up to 95 % after simple filtration over silica. NMR spectroscopy experiments to identify the mode of activation were performed, and they indicated activation of carbon disulfide by the catalyst. The reaction of cis-2,3-butyleneoxide gave only the trans-dithiocarbonate, whereas the conversion of (R)-propylen oxide gave the respective thiocarbonate stereoselectively as one enantiomer (>99 % ee) in 87 % yield.
An efficient and improved method for the conversion of oxiranes into thiiranes using graphite oxide
Mirza-Aghayan, Maryam,Molaee Tavana, Mahdieh
, p. 30 - 35 (2015/10/20)
An efficient and improved procedure has been developed for the conversion of oxiranes into thiiranes using sodium thiocyanate in the presence of graphite oxide under solvent-free conditions at an ambient temperature in excellent yields and in short reaction times.
A facile and convenient method for synthesis of thiiranes under mild condition using phase transfer catalyst
Gorjizadeh, Maryam,Afshari, Mozhgan
, p. 1657 - 1660 (2014/05/06)
A mild and efficient process for preparation of thiiranes with KSCN in water at room temperature using a catalytic amount of 1,4- bis(triphenylphosphonium)-2-butene dichloride is described.
Reactions of 2-(α-Haloalkyl)thiiranes with nucleophilic reagents: V.* Reactions of 2-(α-chloroalkyl)thiiranes with organolithium compounds
Tomashevskii,Sokolov,Potekhin
experimental part, p. 1822 - 1825 (2011/04/17)
2-(α-Haloalkyl)thiiranes reacted with methyl-, butyl-, and phenyllithium to give the corresponding allyl sulfides. The reactions of diastereoisomeric erythro-and threo-2-(1-chloroethyl)thiiranes with phenyllithium were stereospecific, and they afforded (E)-and (Z)-1-phenylsulfanylbut-2-enes, respectively. 3-Chloromethyl-2,2- dimethylthiirane and phenyllithium gave rise to a mixture of 3-methyl-3-phenylsulfanylbut-1-ene and 3-methyl-1-phenylsulfanylbut-2-ene. The reactions of 2-chloromethylthiiranes with phenyllithium and methyllithium in the presence of a catalytic amount of copper(I) iodide (10 mol %) led to the formation of substituted thiiranes as the major products. Mechanisms of the observed transformations are discussed. Pleiades Publishing, Ltd., 2010.
Isolation of the key intermediates in the catalyst-free conversion of oxiranes to thiiranes in water at ambient temperature
Kleiner, Christian M.,Horst, Luise,Wuertele, Christian,Wende, Raffael,Schreiner, Peter R.
supporting information; experimental part, p. 1397 - 1403 (2009/12/04)
Herein we shed light on the mechanism of the reaction of epoxides with ammonium thiocyanate to give the corresponding thiiranes in water, and we present a computational mechanistic model for this highly useful reaction.
NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS AND USES THEREOF
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Page/Page column 27, (2011/05/18)
The present invention relates to thiazolidinylidene containing compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, and X are as defined in the specification, compositions comprising su
Synthesis of thiiranes from oxiranes in water using polymeric cosolvents
Tamami, Bahman,Kolahdoozan, Majid
, p. 1535 - 1537 (2007/10/03)
Poly(vinylamine) (PVA) and poly(allylamine) (PAA) were prepared and used as polymeric cosolvents. Oxiranes were converted efficiently to the corresponding thiiranes under mild reaction conditions in water with ammonium thiocyanate (NH4SCN) using these polymeric cosolvents. The polymeric cosolvents are reusable.
SYNTHESIS OF THIIRANES FROM EPOXIDES IN THE PRESENCE OF THIOUREA IN A WEAKLY HYDRATED ORGANIC MEDIUM
Bouda, H.,Borredon, M. E.,Delmas, M.,Gaset, A.
, p. 491 - 500 (2007/10/02)
Reactivity of thiourea in the absence or in the presence of ethanol, towards several furanic, aromatic, aliphatic, and cyclic epoxides is studied.These results are compared to other ones obtained in the same conditions with another sulfured agent: KSCN.
