1072-43-1Relevant academic research and scientific papers
N-Methylpiperidine assisted catalytic multicomponent reaction
Keshtegar, Zahra,Heydari, Reza,Samzadeh-Kermani, Alireza
, p. 213 - 222 (2020)
Abstract: A catalytic methodology involving terminal alkynes, elemental sulfur, and three-membered heterocycles has been described. This domino transformation serves as a useful method for the synthesis of oxathiolane and thiazolidine derivatives from the readily available starting materials. In situ generated copper acetylides reacted with elemental sulfur and oxiranes or aziridines in the presence of N-methylpiperidine as sulfur activating agent to form synthetically important heterocycles.
An expeditious one-pot synthesis of thiiranes from α-halo ketones in solvent-free conditions using microwaves
Yadav, Lal Dhar S.,Kapoor, Ritu
, p. 2344 - 2346 (2002)
Thiiranes are obtained in excellent yields and with high diastereoselectivity upon microwave irradiation of a mixture of α-haloketones, O,O-diethyl hydrogen phosphorodithioate and alumina-supported sodium borohydride in solvent-free conditions.
Precise Synthesis of Poly(thioester)s with Diverse Structures by Copolymerization of Cyclic Thioanhydrides and Episulfides Mediated by Organic Ammonium Salts
Yue, Tian-Jun,Zhang, Ming-Chao,Gu, Ge-Ge,Wang, Li-Yang,Ren, Wei-Min,Lu, Xiao-Bing
, p. 618 - 623 (2019)
The precise synthesis of poly(thioester)s with diverse structures is still a significant challenge in the polymeric materials field. Herein, we report a novel approach to the synthesis of well-defined poly(thioester)s by the controlled alternating copolymerization of cyclic thioanhydrides and episulfides induced by simple organic ammonium salts. Both the cation and anion have strong effects on the copolymerization. [PPN]OAc ([PPN]=bis(triphenylphosphine)iminium) with a bulky cation was proven to be efficient in initiating this polymerization, yielding poly(thioester)s with a completely alternating structure, controlled molecular weight, and narrow polydispersity. The poly(thioester) obtained from succinic thioanhydride and propylene sulfide is a typical semicrystalline material, possessing a high refractive index of up to 1.78. Because it uses readily available monomers, this method is expected to open up a new route to poly(thioester)s with diverse structures and properties.
Selective Conversion of 2-Mercaptoalkanols to Thiirans with Orthocarbonates
Takata, Toshizaku,Endo, Takeshi
, p. 1818 - 1820 (1988)
Tetraalkyl orthocarbonates 1 were demonstrated to serve as potent cyclodehydrating agents for 2-mercaptoalkanols 2 to give the corresponding thiirans in good yields in acid-catalyzed reactions in aprotic solvents.Effect of catalysts, solvents, and alkyl substituents of 1 were examined.Activity of the acid catalysts depended on their acidity (pKa), and the strong Lewis acid BF3*OEt2 also had high catalytic activity.Effects of solvents and alkyl substituents of 1 were little observed.
Cerium(IV) catalysis: Efficient conversion of epoxides to thiiranes
Iranpoor,Kazemi
, p. 821 - 822 (1996)
Cerium(IV) as ceric ammonium nitrate (CAN), catalyzes the conversion of different epoxides to their corresponding thiiranes in excellent yields. The reaction occurs efficiently in the presence of ammonium thiocyanate in tert-butanol at room temperature.
Stereospecific formation of S(-) styrene sulfide: Efficient conversion of epoxides to thiiranes catalysed with Ru(III)
Iranpoor, Nasser,Kazemi, Foad
, p. 11377 - 11382 (1997)
Ru(III) catalysis the efficient conversion of different epoxides to their corresponding thiiranes in the presence of ammonium thiocyanate in excellent yields, Stereospecific conversion of R(+) styrene oxide to S(-) styrene sulfide was achieved in high optical purity.
Low generation PAMAM-based nanomicelles as ROS-responsive gene vectors with enhanced transfection efficacy and reduced cytotoxicity: in vitro
Xu, Chen-Tao,Chen, Guang,Nie, Xuan,Wang, Long-Hai,Ding, Sheng-Gang,You, Ye-Zi
supporting information, p. 3273 - 3279 (2017/07/12)
Poly(amidoamine)s (PAMAMs) of high-generations (G > 5) exhibit high efficacy in gene transfection, but their high cost and severe cytotoxicity limit their use in biomedicine. In contrast, PAMAMs of low-generations (G w = 3500 Da) via disulfide bonds. This amphiphilic conjugate can self-assemble into stable nanomicelles. The results show that the obtained nanomicelles have a high zeta potential, which can condense DNA tightly. Moreover, the DNA/nanomicelle polyplexes can be fully dissociated by intracellular ROS and easily release the entrapped DNA. As gene vectors, the nanomicelles exhibited high transfection efficacy and fairly low cytotoxicity in vitro.
Silica chloride-catalyzed synthesis of thiiranes from oxiranes under solvent-free conditions
Wu, Liqiang,Yang, Limin,Fang, Lizhen,Yang, Chunguang,Yan, Fulin
experimental part, p. 2159 - 2164 (2010/11/19)
A mild, simple, and efficient method for the synthesis of thiiranes from epoxides using a catalytic amount of silica chloride under solvent-free conditions has been developed. Experimental simplicity, simple work-up procedure, and solvent-free reaction conditions are important features of the present protocol. Copyright Taylor & Francis Group, LLC.
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.
2,4,6-Trichloro-1,3,5-triazine catalyzed synthesis of thiiranes from oxiranes under solvent-free and mild conditions
Bandgar,Joshi, Neeta S.,Kamble
, p. 4775 - 4777 (2007/10/03)
A simple, mild and efficient method has been developed for the synthesis of thiiranes from epoxides using a catalytic amount of 2,4,6-trichloro-1,3,5-triazine under solvent-free conditions.
