139-65-1Relevant academic research and scientific papers
Efficient synthesis of diaryl sulfides by copper-catalysed coupling of aryl halides and thioacetate in water
Zhang, Yimin,Liu, Li,Chen, Junmin
, p. 19 - 21 (2013)
A simple economical, and highly efficient catalytic system for the synthesis of diaryl sulfides by a copper-catalysed coupling of aryl halides and thioacetate in water has been developed. A variety of aryl halides reacted with thioacetate to give the desired products in high yields up to 95%. The present catalysis protocol tolerated a wide range of functional groups, including amino, fluoro, and carboxyl moieties.
Diamine compound containing sulfoxide-based bridge chain as well as synthesis method and application of diamine compound containing sulfoxide-based bridge chain
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Paragraph 0032; 0034, (2020/10/21)
The invention provides a diamine compound containing a sulfoxide-based bridge chain as well as a synthesis method and application of the diamine compound containing the sulfoxide-based bridge chain. Sulfoxide diamine synthesized by the method contains a sulfoxide-based bridge chain structure. The synthesis method has the characteristics of simple synthetic route, mild reaction conditions, highly available reaction raw material source, low cost, few organic solvent use types, capability of reducing environmental pollution to the greatest extent and the like. The diamine compound provided by theinvention has a sulfoxide group in structure; and in the synthesis of a polymer material, the diamine compound can improve the light transmittance of the material, increase the heat resistance and reduce the dielectric constant and water absorption of the material, and therefore, the diamine compound is suitable for synthesizing flexible transparent polyimide or polyamide and other films.
DIAMINE COMPOUND, AND POLYIMIDE PRECURSOR AND POLYIMIDE FILM PREPARED BY USING THE SAME
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Paragraph 0271; 0272; 0275; 0276, (2020/11/03)
The present invention disclosed a novel diamine compound including a structure in which a phenylene linker (L) connecting an intramolecular imide ring and the imide ring is bonded to a phenyl ring substituted with -NH-(C=O)- or -O-(C=O)-. A polyimide film prepared by polymerizing the novel diamine compound has not only improved mechanical and thermal properties, but also an excellent refractive index.COPYRIGHT KIPO 2021
Solid-State C-S Coupling in Nickel Organochalcogenide Frameworks as a Route to Hierarchical Structure Transfer to Binary Nanomaterials
Ananikov, Valentine P.,Degtyareva, Evgeniya S.,Galushko, Alexey S.,Kashin, Alexey S.
, (2020/08/12)
In this work, the transfer of the flexible and easily tunable hierarchical structure of nickel organochalcogenides to different binary Ni-based nanomaterials via selective coupling of organic units was developed. We suggested the use of substituted aryl groups in organosulfur ligands (SAr) as traceless structure-inducing units to prepare nanostructured materials. At the first step, it was shown that the slight variation of the type of SAr units and synthetic procedures allowed us to obtain nickel thiolates [Ni(SAr)2]n with diverse morphologies after a self-assembly process in solution. This feature opened the way for the synthesis of different nanomaterials from a single type of precursor using the phenomenon of direct transfer of morphology. This study revealed that various nickel thiolates undergo selective C-S coupling under high-temperature conditions with the formation of highly demanding nanostructured NiS particles and corresponding diaryl sulfides. The in situ oxidation of the formed nickel sulfide in the case of reaction in an air atmosphere provided another type of valuable nanomaterial, nickel oxide. The high selectivity of the transformation allowed the preservation of the initial organochalcogenide morphologies in the resulting products.
Flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines
Jiang, Xinpeng,Shen, Zhifeng,Zheng, Cong,Fang, Liyun,Chen, Keda,Yu, Chuanming
supporting information, (2020/07/24)
A flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines with thiols under mild reaction conditions is presented for the first time. This metal-free reaction provides an atom-economic pathway to prepare various aryl sulfides with outstanding functional group compatibility. Moreover, it consumes molecular oxygen as the only terminal oxidant and produces environmentally-friendly H2O as the only byproduct.
Magnetically recoverable ferromagnetic 3D hierarchical core-shell Fe3O4@NiO/Co3O4 microspheres as an efficient and ligand-free catalyst for C–S bond formation in poly (ethylene glycol)
Vatandoust Namanloo, Ahad,Akhlaghinia, Batool,Mohammadinezhad, Arezou
, p. 446 - 461 (2020/05/13)
A simple and efficient protocol for the synthesis of diaryl thioethers from the reaction of thiourea with a wide variety of aryl halides, including aryl iodides, aryl bromides and aryl chlorides in the presence of 3D hierarchical core-shell Fe3O4@NiO/Co3O4 microspheres has been described. This reaction enables the one-pot synthesis of diaryl thioethers in good to high yields using a non-toxic and magnetically separable catalyst in PEG-400 as an eco-friendly, safe, inexpensive and thermally stable solvent. Magnetic separation and reusability of catalyst for eight times without any significant loss of activity, the use of a commercially available, eco-friendly, cheap and chemically stable sulfur transfer agent and solvent, operational simplicity, environmentally benign, easier work-up procedure and cost efficiency make this method a promising candidate for potential applications in some organic reactions. The catalytic activity of Fe3O4@NiO/Co3O4 as a novel and inexpensive catalyst was investigated in the C-S cross coupling reaction.
C-S coupling with nitro group as leaving group via simple inorganic salt catalysis
Xuan, Maojie,Lu, Chunlei,Lin, Bo-Lin
, (2019/08/26)
An efficient and practical synthetic protocol to synthesize nonsymmetrical aryl thioethers by nucleophilic aromatic substitution (SNAr) reaction of nitroarenes by thiols with potassium phosphate as the catalyst is described. Various moderate to strong electron-withdrawing functional groups are tolerated by the system to provide thioethers in a good to excellent yields. We also showed that the present method allows access to 3 drug examples in a short reaction time. Finally, mechanistic studies suggest that the reaction may form the classic Meisenheimer complex through a two-step addition-elimination mechanism.
Method for synthesis of diaryl thioether compound without transition metal catalysis
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Paragraph 0040-0042, (2019/11/28)
The invention discloses a method for synthesis of a diaryl thioether compound without transition metal catalysis. The method includes: in the presence of a riboflavin catalyst, an iodine source, and an oxidant, reacting a compound shown as formula (1) or a compound shown as formula (4) with a compound shown as formula (2) in a solvent at 30-100DEG C for 1-40h, and subjecting the reaction solutionto post-treatment to obtain the diaryl thioether compound shown as formula (3) or formula (5). The reaction equation is shown as the specification, in the formula (1)-formula (5), R1 is selected fromC1-C4 alkyl, aryl, C1-C4 alkoxy, halogen, halogen-substituted C1-C4 alkyl, aryl, nitro, cyano, amino, or heterocyclic mercaptan; R2, R3, and R4 are independently selected from one of H, C1-C4 alkyl, halogen-substituted C1-C4 alkyl, and aryl respectively; R5 and R6 are independently selected from C1-C4 alkyl respectively, and Y represents element O. The method provided by the invention uses a riboflavin catalyst to replace a transition metal to synthesize the diaryl thioether compound, and has the advantages of green reaction, mild conditions, good substrate universality, high yield and the like.
CuI anchored onto mesoporous SBA-16 functionalized by aminated 3-glycidyloxypropyltrimethoxysilane with thiosemicarbazide (SBA-16/GPTMS-TSC-CuI): A heterogeneous mesostructured catalyst for: S -arylation reaction under solvent-free conditions
Ghodsinia, Sara S.E.,Akhlaghinia, Batool
, p. 3029 - 3049 (2019/06/17)
Herein, we report the novel synthesis of CuI anchored onto a cage-like mesoporous material (SBA-16), which was successfully functionalized by aminated 3-glycidyloxypropyltrimethoxysilane with thiosemicarbazide (SBA-16/GPTMS-TSC-CuI) into an efficient and highly recyclable heterogeneous catalyst. The as-synthesized mesostructured catalyst (SBA-16/GPTMS-TSC-CuI) was comprehensively characterized by different techniques, namely, FT-IR, FIR, SAXRD, XRD, XPS, BET, TEM, FE-SEM, EDX, EDX mapping, TGA, ICP-OES, and CHNS analyses. SBA-16 with a unique "super-cage" structure efficiently controlled the formation of dispersed organic and metal species in the mesoporous channels. These confined nanoparticles with a narrow particle size distribution (3-7 nm) exhibited excellent catalytic activity in the S-arylation reaction without necessitating the use of toxic solvents and/or expensive metal catalysts. Interestingly, the mesoporous catalyst was extremely stable under the reaction conditions and could be easily separated by a simple filtration process and reused for at least seven recycle runs (without any appreciable loss in catalytic activity). Due to the inimitable structure of the abovementioned mesostructured catalyst, the C-S coupling products of aryl halides with S8/thiourea under solvent-free conditions were obtained in good to excellent yields in remarkably reduced reaction times in comparison to those reported in earlier studies.
A novel heterogeneous nanocatalyst: 2-Methoxy-1-phenylethanone functionalized MCM-41 supported Cu(II) complex for C-S coupling of aryl halides with thiourea
Hajipour, Abdol R.,Fakhari, Farzaneh,Nabi Bidhendi, Gholamreza
, (2018/02/06)
An environmentally friendly copper-based catalyst supported on 2-Methoxy-1-phenylethanone functionalized MCM-41 was prepared and characterized by FT-IR, FE-SEM, TEM, XRD, EDX, BET and ICP techniques. The catalyst was applied for the C?S cross-coupling reaction of aryl halides with thiourea. Corresponding products were produced in good yields in aerobic conditions. The catalyst could be recovered and recycled for several times.
