3372-81-4Relevant articles and documents
Synthesis of Deuterated (E)-Alkene through Xanthate-Mediated Hydrogen-Deuterium Exchange Reactions
Li, Jiaming,Li, Jian,Ji, Xiaoliang,He, Runfa,Liu, Yang,Chen, Zebin,Huang, Yubing,Liu, Qiang,Li, Yibiao
supporting information, p. 7412 - 7417 (2021/10/01)
Herein we have developed a reversible hydrogen-deuterium exchange reaction of nonactivated olefins. By using EtOCS2K as a mediator, the H/D exchange reaction was realized through repeated addition and elimination reactions, demonstrating reversible H/D exchange between ordinary olefins and deuterated olefins. Using the lowest cost D2O without precious metal catalysts and ligands, a broad spectrum of compatibility of functional groups was achieved.
Mild and efficient desulfurization of thiiranes with MoCl5/Zn system
Lee, Yeong Jin,Shin, Jeong Won,Yoo, Byung Woo
, (2021/11/10)
Desulfurization of a variety of thiiranes to alkenes occurs chemoselectively in high yields upon treatment with MoCl5/Zn system under mild conditions. The new methodology demonstrates high functional group tolerance toward chloro, bromo, fluoro, methoxy, ester, ether and keto groups.
Convenient synthesis of 1,3-dithiolane-2-thiones: Cyclic trithiocarbonates as conformational locks
Dotsenko, Irina A.,Zhao, Qinliang,Franz, Andreas H.,Batoon, Patrick,Samoshina, Nataliya M.,Samoshin, Vyacheslav V.
, p. 16 - 41 (2014/07/07)
A series of novel 1,3-dithiolane-2-thiones, or cyclic trithiocarbonates, has been prepared by a new simple procedure: a treatment of the corresponding epoxides with the commercially available potassium ethyl xanthogenate, KSC(S)OEt. The stereochemistry of the products was determined by 1H NMR and in some cases by single-crystal X-ray data. Cyclohexane-based 1,3- dithiolane-2-thiones revealed a trans-fusion of the carbo- and hetero-cycles. The products obtained from the mono-substituted cyclohexene oxides demonstrated an axial position of the substituents. Thus the epoxide transformation into trithiocarbonate can be used as a method for locking cyclic compounds in unstable conformations.ARKAT-USA, Inc.
Green synthesis of thiiranes from oxiranes under solvent- and catalyst-free conditions
Akhlaghinia, Batool,Rahimizadeh, Mohammad,Eshghi, Hosein,Zhaleh, Sara,Rezazadeh, Soodabeh
experimental part, p. 351 - 361 (2012/08/27)
A simple and efficient method for the conversion of oxiranes to thiiranes using ammonium thiocyanate (NH4SCN) under solvent- and catalyst-free conditions is described. These conditions enable clean and fast conversion of oxiranes to the corresponding thiirane.
A practical and eco-friendly method for conversion of epoxides to thiiranes with immobilized thiourea on CaCO3
Zeynizadeh, Behzad,Baradarani, Mohammad Mehdi,Eisavi, Ronak
experimental part, p. 2208 - 2215 (2012/04/04)
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.
Zeolite molecular sieve 4: A reusable catalyst for fast and efficient conversion of epoxides to thiiranes with thiourea
Eisavi, Ronak,Zeynizadeh, Behzad,Baradarani, Mohammad Mehdi
experimental part, p. 1902 - 1909 (2011/10/09)
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.
A green protocol for solvent-free conversion of epoxides to thiiranes with Dowex-50WX8-supported thiourea
Zeynizadeh, Behzad,Yeghaneh, Samal
experimental part, p. 362 - 368 (2009/09/25)
Structurally different epoxides were efficiently converted to the corresponding thiiranes by Dowex-50WX8-supported thiourea under solvent-free conditions. The reactions were carried out either in an oil bath or under microwave irradiation to give the thiiranes in 75-98% yields within 30 sec-120 min.
Iodine as a mild, efficient, and cost-effective catalyst for the synthesis of thiiranes from oxiranes
Yadav, Jhillu S.,Subba Reddy, Basi V.,Sengupta, Sandip,Gupta, Manoj K.,Baishya, Gakul,Harshavardhana, Sukkala J.,Dash, Uttam
experimental part, p. 1363 - 1367 (2009/12/04)
We developed an efficient protocol for the synthesis of thiiranes from oxiranes using a catalytic amount of molecular iodine. The notable features of this procedure are mild reaction conditions, high conversions, short reaction times, economic viability o
LiClO4 catalyzed mild and efficient method for the synthesis of thiiranes from oxiranes
Reddy, Ch. Sanjeeva,Nagavani
, p. 97 - 99 (2008/04/05)
Oxiranes are efficiently converted to the corresponding thiiranes by potassium thiocyanate in the presence of catalytic amounts of LiClO4 with excellent yields under mild and nonaqueous conditions.
Solvent-free conversion of epoxides to thiiranes by thiourea/NH4Cl system
Zeynizadeh, Behzad,Yeghaneh, Samal
experimental part, p. 2280 - 2286 (2009/08/07)
Epoxides were readily converted to the corresponding thiiranes by thiourea/NH4Cl system under solvent-free conditions. The reactions were completed within 15-75 min at 60-70°C. The thiiranes were obtained in 65-96% yields. Copyright Taylor & Francis Group, LLC.
