- Green synthesis of thiiranes from epoxides catalyzed by magnetically separable CuFe2O4/Mg(OH)2 nanocomposite in water under benign conditions
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The magnetically separable CuFe2O4/Mg(OH)2 nanocomposite was prepared and characterized by FT-IR, XRD, SEM, EDS, and VSM techniques. The synthesized nanoparticles were used as a new and efficient heterogeneous catalyst for the conversion of various epoxides to the corresponding thiiranes with thiourea in water solvent at room temperature. The reactions were completed within 1–3.7 h to give thiiranes in 70–99% yields. The applied CuFe2O4/Mg(OH)2 nanocomposite was separated easily using an external magnet and reused for several times without any considerable loss of activity.
- Hassanzadeh, Shadi,Eisavi, Ronak,Abbasian, Mojtaba
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p. 240 - 255
(2019/01/30)
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- A green method for solvent-free conversion of epoxides to thiiranes using NH4SCN in the presence of NiFe2O4 and MgFe2O4 magnetic nanocatalysts
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Nickel and magnesium ferrite magnetic nanoparticles were fabricated and applied as efficient and reusable catalysts in the solvent-free conversion of various epoxides to the corresponding thiiranes with ammonium thiocyanate under oil bath (60°C) conditions. NiFe2O4 and MgFe2O4 nanoparticles can catalyze the reactions at short times in high to excellent yields. The catalysts can also be recovered easily using an external magnetic field and be reused four times without any significant loss of activity.
- Eisavi, Ronak,Ahmadi, Fatemeh,Ebadzade, Behrooz,Ghadernejad, Seiran
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p. 614 - 624
(2017/10/03)
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- A green protocol for rapid and efficient conversion of epoxides to thiiranes using alumina immobilized thiourea at solvent-free conditions
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Solvent-free conversion of various epoxides to the corresponding thiiranes was carried out successfully with alumina-immobilized thiourea at room temperature. The reactions were completed within 2-9 min to give thiiranes with 83-98% yields. The utilized alumina can be reused for several times without losing its activity.
- Eisavi, Ronak,Zeynizadeh, Behzad
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- Magnetically separable nano CuFe2O4: an ef?cient and reusable heterogeneous catalyst for the green synthesis of thiiranes from epoxides with thiourea
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The magnetically separable nano CuFe2O4 was prepared and used as an efficient heterogeneous catalyst for conversion of various epoxides to the corresponding thiiranes with thiourea in refluxing ethanol. The reactions were completed within 34?45 min to give thiiranes in 80?95% yields. The utilized nano CuFe2O4 can be reused for several times without losing its activity.
- Eisavi, Ronak,Ghadernejad, Seiran,Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh
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p. 537 - 545
(2016/10/03)
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- An efficient and improved method for the conversion of oxiranes into thiiranes using graphite oxide
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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.
- Mirza-Aghayan, Maryam,Molaee Tavana, Mahdieh
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- Odourless strategy for deep eutectic solvent-mediated ring opening of epoxides with in situ generated S -alkylisothiouronium salts
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A general, straightforward and odourless ring-opening reaction allows the preparation of β-hydroxy sulfides from in situ generated S-alkylisothiouronium salts in urea-choline chloride-based deep eutectic solvent (DES). In addition, reaction of epoxides with thiourea in DES yields the corresponding thiiranes. Georg Thieme Verlag Stuttgart New York.
- Azizi, Najmedin,Yadollahy, Zahra,Rahimzadeh-Oskooee, Amin
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p. 1085 - 1088
(2014/05/20)
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- Thermal desulfurization of (Alkoxymethyl)thiiranes
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Reaction of (alkoxymethyl)oxiranes with thiourea in methanol has afforded the corresponding thiiranes, and catalyst-free thermal desulfurization of the products has been studied. The major products of desulfurization are alcohols and alkenes, both in the cases of (polyfluoroalkyloxymethyl)thiiranes and their non-fluorinated analogs. Longer alkyl chain in thiiranes favors formation of alcohols over alkenes formation in the course of desulfurization.
- Nalet'Ko,Pervova,Gorbunova,Zapevalov, A. Ya,Toporova,Saloutin
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p. 2120 - 2124
(2015/02/02)
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- A facile and convenient method for synthesis of thiiranes under mild condition using phase transfer catalyst
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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.
- Gorjizadeh, Maryam,Afshari, Mozhgan
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p. 1657 - 1660
(2014/05/06)
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- Zeolite molecular sieve 4: A reusable catalyst for fast and efficient conversion of epoxides to thiiranes with thiourea
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Various epoxides are readily converted to their corresponding thiiranes by thiourea/zeolite molecular sieve 4 system in refluxing MeOH. All reactions were carried out within 12-25 min to give thiiranes in 80%-99% yields. The catalyst saves its catalytic activity for several times at this transformation. Stereospecific conversion of (R)-(+)-styrene oxide to (S)-(+)-styrene episulfide was achieved by this combination system. Taylor & Francis Group, LLC.
- Eisavi, Ronak,Zeynizadeh, Behzad,Baradarani, Mohammad Mehdi
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experimental part
p. 1902 - 1909
(2011/10/09)
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- A practical and eco-friendly method for conversion of epoxides to thiiranes with immobilized thiourea on CaCO3
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Solvent-free conversion of various epoxides to the corresponding thiiranes was carried out efficiently with immobilized thiourea on CaCO3. The reactions were completed within 1-12 min under oil bath (60 °C-70 °C) conditions to afford thiiranes in 88%-98% yields. Copyright Taylor & Francis Group, LLC.
- Zeynizadeh, Behzad,Baradarani, Mohammad Mehdi,Eisavi, Ronak
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experimental part
p. 2208 - 2215
(2012/04/04)
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- [Bmim]PF6: A novel and recyclable ionic liquid for conversion of oxiranes to thiiranes in aqueous media
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A variety of epoxides respond rapidly with potassium thiocyanate in [bmim]PF6-H2O (2:1) solvent system at room temperature under mild and convenient conditions to produce the corresponding thiiranes in high to quantitative yields. Enhanced rates, improved yields, and recyclability of ionic liquids are the remarkable features observed in ionic liquids (ILs). The use of ionic liquids for this transformation avoids the use of heavy metal halides as promoters and chlorinated hydrocarbons as solvents. The ionic liquid was recycled in five to six subsequent runs with gradual decrease in activity.
- Yadav,Reddy,Srinivas, Ch.,Rajasekhar, Reddy K.
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p. 2525 - 2527
(2007/10/03)
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- Synthesis and study of the lubricating properties of some thiiranes
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A series of novel thiiranes were synthesized, and their lubricating properties were studied. It has been found that they improve the antiscuff and antiwear properties of gear oils and therefore can be used as additives. The relation between the structure of the synthesized thiiranes and their lubricating activity was revealed.
- Allakhverdiev,Akperov,Mustafaev,Farzaliev
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p. 214 - 218
(2007/10/03)
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- Synthesis of l,2-Epithio-3-butoxypropane
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A new method was developed for preparing l,2-epithio-3-butoxypropane from epichlorohydrin, n-butanol, and thiourea.
- Aiiakhverdiev,Farzaliev,Mustafaev
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p. 1660 - 1660
(2007/10/03)
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- Synthesis and properties of alkoxy-substituted 1-aminopropane-2-thiols
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A series of alkoxy and alkyl derivatives of 1-aminopropane-2-thiols ROCH2CH(SH)CH2NR1R2 and 1 have been prepared by nucleophilic opening of thiiranes by secondary and primary amines.These compounds have also been prepared as hydrochlorides ROCH2CH(SH)CH2NR1R2*HCl andNR1*HCl.The structures of the synthesized compounds have been proved by IR and 1H NMR spectroscopy.Antimicrobial activities of the compounds have been examined.
- Allakhverdiev, M. A.,Farzaliev, V. M.,Guseinova, T. M.,Kerimov, V. M.,Magerramov, A. M.
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p. 1641 - 1644
(2007/10/03)
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- MASS-SPECTROMETRIC CHARACTERISTICS OF GLYCIDYL AND THIOGLYCIDYL ETHERS
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The principles of the fragmentation of the simplest glycidyl and thioglycidyl ethers under the influence of electron impact, which were discovered by comparison of the spectra of homologs using data from photoelectronic spectroscopy and optical mass spectrometry, are examined as a manifestation of the general characteristics of the fragmentation of bifunctional compounds.
- Sarkisov, Yu.S.,Zenkevich, I.G.,Rodin, A.A.,V'yunov, K.A.,Bakhmendo, V.B.
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p. 600 - 606
(2007/10/02)
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- A Convenient Synthesis of Thiirans by the Use of Dimethylthioformamide
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Dimethylthioformamide (DMTF) reacts with oxirans in the presence of a catalytic amount of trifluoroacetic acid under mild condition to form the corresponding thiirans in good yield.
- Takido, Toshio,Kobayashi, Yoshio,Itabashi, Kunio
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p. 779 - 780
(2007/10/02)
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- Electronic Structure and Geometric Structure of Three-member Heterocycles. I. Photo-electron Spectra of Glycidyl and Thioglycidyl Ethers
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The electronic structure of a series of glycidyl and thioglycidyl ethers has been studied by photo-electron spectroscopy.The first bands in these spectra have been identified, and correlation diagrams giving the dependence of the ionisation potential of the orbital on the nature of the substituent have been constructed.
- Rodin, A. A.,Chistyakov, K. A.,Sarkisov, Yu. S.,Sergeev, Yu. L.,V'yunov,K. A.,Golovin, A. V.
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p. 444 - 445
(2007/10/02)
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- Pesticidal compositions containing phosphoric esters and divalent sulphur compounds
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Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.
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