57366-87-7Relevant academic research and scientific papers
Preparation of some alkenoic acid derivatives as new plant growth regulators
Abu Safieh, Kayed A.,Hasan, Ala'A K.,Ayoub, Mikdad T.,Mubarak, Mohammad S.
, p. 1863 - 1872 (2015)
A number of 3-alkoxy-5-substituted-2,4-alkadienoic acids (4a-f) have been synthesized from the reaction of ethyl (E)-3-alkoxy-2-butenoate with different ketones in the presence of KOH in DMSO. Similarly, several (2Z,4E)-5-[4-(benzylthio)phenyl]-3-alkoxyhe
Safe, Scalable, Inexpensive, and Mild Nickel-Catalyzed Migita-Like C?S Cross-Couplings in Recyclable Water
Yu, Tzu-Yu,Pang, Haobo,Cao, Yilin,Gallou, Fabrice,Lipshutz, Bruce H.
supporting information, p. 3708 - 3713 (2020/12/17)
A new approach to C?S couplings is reported that relies on nickel catalysis under mild conditions, enabled by micellar catalysis in recyclable water as the reaction medium. The protocol tolerates a wide range of heteroaromatic halides and thiols, including alkyl and heteroaryl thiols, leading to a variety of thioethers in good isolated yields. The method is scalable, results in low residual metal in the products, and is applicable to syntheses of targets in the pharmaceutical area. The procedure also features an associated low E Factor, suggesting a far more attractive entry than is otherwise currently available, especially those based on unsustainable loadings of Pd catalysts.
Bimetallic BaMoO4 nanoparticles for the C-S cross-coupling of thiols with haloarenes
Panda, Subhalaxmi,Sahu, Santosh Kumar,Behera, Pradyota Kumar,Panigrahi, Reba,Garnaik, Bamakanta,Rout, Laxmidhar
supporting information, p. 2500 - 2504 (2020/02/20)
We disclosed new bimetallic BaMoO4 nanoparticles for the C-S cross-coupling reaction. The C-S cross-coupling reaction of alkyl/aryl thiols with haloarenes was accomplished with high yields. The reaction has good functional group tolerance and selectivity. This is an efficient protocol for synthesizing the building blocks of pharmaceuticals containing C-S bonds. The catalyst is recyclable. The unactivated bromo- and 4-acetyl fluoro-arenes can well couple to afford thioethers in high yields. The reaction is believed to proceed by oxidative addition and reductive elimination.
CuMoO4 Bimetallic Nanoparticles, An Efficient Catalyst for Room Temperature C?S Cross-Coupling of Thiols and Haloarenes
Panigrahi, Reba,Sahu, Santosh Kumar,Behera, Pradyota Kumar,Panda, Subhalaxmi,Rout, Laxmidhar
, p. 620 - 624 (2019/12/27)
CuII catalyst is less efficient at room temperature for C?S cross-coupling. C?S cross-coupling by CuII catalyst at room temperature is not reported; however, doping of copper with molybdenum metal has been realized here to be more efficient for C?S cross-coupling in comparison to general CuII catalyst. The doped catalyst CuMoO4 nanoparticle is found to be more efficient than copper. The catalyst works under mild conditions without any ligand at room temperature and is recyclable and effective for a wide range of thiols and haloarenes (ArI, ArBr, ArF) from milligram to gram scale. The copper-based bimetallic catalyst is developed and recognized for C?S cross-coupling of haloarenes with alkyl and aryl thiols.
Synthesis biological studies of some new heterocyclic compound derived from 2-chloro-3-formyl quinoline and 4-(benzyl sulfonyl) acetophenone
Saleh, Mohanad Y.,Ayoub, Ala I.,Hammady, Ali Obaid
, p. 4769 - 4776 (2020/12/25)
A new series of quinoline chalcones have been prepared from condensations of 2-chloro-3-formyl quinoline (1) with 4-(benzothio) acetophenone(2) and 4-(benzyl sulfonyl) acetophenone(3). The reaction of chalcones(4,5)with bromine gives dibromide(6,7). New pyrazoline derivatives were synthesized by condensation of chalcones (4 or 5) with hydrazine hydrate to give (8,9) and with hydrazine hydrate in glacial acetic acid(gla) to give (10,11) and with phenyl hydrazine to give (12,13). The prepared chalcones (4,5) and dibromide(6,7) and pyrazoline derivative (8-13)have been screened for antibacterial activities against two gram positive staphylococcus aureus and staphylococcus epidermidis and two gram negative Escherichia coli and Proteus vulgaris. The synthesized compounds are proven by IR & NMR spectral and physical method.
Copper nanoparticles supported on 2-methoxy-1-phenylethanone-functionalized MCM-41: An efficient and recyclable catalyst for one-pot three-component C–S coupling reaction of aryl halides with benzyl bromide and thiourea
Hajipour, Abdol R.,Fakhari, Farzaneh,Bidhendi, Gholamreza Nabi
, (2019/07/03)
An environmentally friendly copper-based catalyst supported on 2-methoxy-1-phenylethanone-functionalized MCM-41 was prepared and characterized by Fourier transform-infrared, transmission electron microscopy, field emission-scanning electron microscopy, X-ray diffraction and inductively coupled plasma techniques. The catalyst was applied for the one-pot three-component C–S coupling reactions of aryl halides with benzyl bromide and thiourea under aerobic conditions to afford the corresponding coupled products in good yields in water. The catalyst could be recovered and recycled five times. These results prove 2-methoxy-1-phenylethanone-functionalized MCM-41 supported Cu (II) complex was not leached during the reaction. Also it shows the correct heterogeneous nature of the catalyst.
Histidine-functionalized chitosan-Cu(II) complex: A novel and green heterogeneous nanocatalyst for two and three component C-S coupling reactions
Hajipour, Abdol Reza,Hosseini, Seyed Mostafa,Jajarmi, Saeideh
, p. 7447 - 7452 (2017/08/01)
Using a fixing Cu2+ NP reaction on histidine modified chitosan, a novel applicable matrix was successfully prepared and investigated as a heterogeneous nanocatalyst for preparing diaryl sulfides and aryl benzyl thioethers. The Cu(ii)-his@CS nanocatalyst was characterized by FT-IR, CHN, XRD, FE-SEM, TEM, EDX, ICP-AES and TG analysis. This novel copper nanocatalyst was used for two and three component C-S coupling reactions of different aryl halides. The nanocatalyst showed high catalytic activity and reusability in both reactions.
Nano cobalt ferrite catalyzed coupling reaction of nitroarene and alkyl halide: An odorless and ligand-free rout to unsymmetrical thioether synthesis
Moghaddam, Firouz Matloubi,Pourkaveh, Raheleh
, p. 33 - 37 (2017/02/23)
This study describes an odorless protocol for the synthesis of unsymmetrical sulfides via cobalt ferrite (CoFe2O4) catalyzed cross-coupling reaction of nitroarenes with alkyl halides in the presence of thiourea as sulfur source under
Novel heterogeneous catalyst systems based on Pd(0) nanoparticles onto amine functionalized silica-cellulose substrates [Pd(0)-EDA/SCs]: Synthesis, characterization and catalytic activity toward C-C and C-S coupling reactions in water under limiting basic conditions
Bhardwaj, Madhvi,Sahi, Seema,Mahajan, Hitesh,Paul, Satya,Clark, James. H.
, p. 48 - 59 (2015/08/06)
Novel heterogeneous catalyst systems based on the immobilization of Pd(0) nanoparticles onto ethylene diamine functionalized silica-cellulose substrates [Pd(0)-EDA/SCs] are reported with a view to introduce new synthetic routes under base-free conditions. The base functionalized organic/inorganic hybrid provides specific basic sites for the reactions to occur under base-free or less basic conditions, and that too with excellent yields. Moreover, the basic nitrogen sites present on the substrate can effectively stabilize and enhance the activity of Pd(0) nanoparticles by preventing their agglomeration and controlling their size. All the catalysts were characterized by TGA and FTIR analysis and the most active catalyst, [Pd(0)-EDA/SC-2] was further characterized by SEM, TEM, HRTEM, EDX, CHN and XRD studies. Additionally, it is shown that the Pd(0)-EDA/SCs exhibits excellent activity under limiting basic conditions for the C-C and C-S coupling reactions employing water as the "Green solvent". Furthermore, the novel catalyst could be recovered in a facile manner from the reaction mixture and could be reused up to five times without significant loss of catalytic activity.
A novel and efficient zinc-catalyzed thioetherification of aryl halides
Thankachan, Amrutha P.,Sindhu,Krishnan, K. Keerthi,Anilkumar, Gopinathan
, p. 32675 - 32678 (2015/04/27)
The first zinc-catalysed protocol for the C-S cross-coupling reaction is reported. Zinc catalysis has an undeniable advantage over other catalytic systems as it is non-toxic, and the catalysts are easily available and cheap, with environmentally benign properties. This novel, efficient, palladium- and triphenylphosphine-free protocol yielded a variety of aryl and alkyl sulfides in moderate to excellent yields. This journal is
