6287-38-3Relevant articles and documents
Synthesis and structure activity relationships of cyanopyridone based anti-tuberculosis agents
Boshoff, Helena I. M.,Caljon, Guy,Forbes, He Eun,Hulpia, Fabian,Jian, Yanlin,Munier-Lehmann, Héle?ne,Risseeuw, Martijn D. P.,Van Calenbergh, Serge
, (2020/07/06)
Mycobacterium tuberculosis, the causative agent of tuberculosis, relies on thymidylate kinase (MtbTMPK) for the synthesis of thymidine triphosphates and thus also DNA synthesis. Therefore, this enzyme constitutes a potential Achilles heel of the pathogen. Based on a previously reported MtbTMPK 6-aryl-substituted pyridone inhibitor and guided by two co-crystal structures of MtbTMPK with pyridone- and thymine-based inhibitors, we report the synthesis of a series of aryl-shifted cyanopyridone analogues. These compounds generally lacked significant MtbTMPK inhibitory potency, but some analogues did exhibit promising antitubercular activity. Analogue 11i demonstrated a 10-fold increased antitubercular activity (MIC H37Rv, 1.2 μM) compared to literature compound 5. Many analogues with whole-cell antimycobacterial activity were devoid of significant cytotoxicity.
Oxidative C-S Bond Cleavage of Benzyl Thiols Enabled by Visible-Light-Mediated Silver(II) Complexes
Hong, Boseok,Aganda, Kim Christopher C.,Lee, Anna
supporting information, p. 4395 - 4399 (2020/06/05)
The oxidative cleavage reaction of the C-S bond using singlet oxygen is challenging because of its uncontrollable nature. We have developed a novel method for the singlet-oxygen-mediated selective C-S bond cleavage reaction using silver(II)-ligand complexes. Visible-light-induced silver catalysis enables the controlled oxidative cleavage of benzyl thiols to afford carbonyl compounds, such as aldehydes or ketones, which are important synthetic components.
The Hydrazine–O2 Redox Couple as a Platform for Organocatalytic Oxidation: Benzo[c]cinnoline-Catalyzed Oxidation of Alkyl Halides to Aldehydes
Stone, Ilana B.,Jermaks, Janis,MacMillan, Samantha N.,Lambert, Tristan H.
supporting information, p. 12494 - 12498 (2018/09/18)
An organocatalytic oxidation platform that capitalizes on the capacity of hydrazines to undergo rapid autoxidation to diazenes is described. Commercially available benzo[c]cinnoline is shown to catalyze the oxidation of alkyl halides to aldehydes in a novel mechanistic paradigm involving nucleophilic attack, prototropic shift, and hydrolysis. The hydrolysis and reoxidation events occur readily with only adventitious oxygen and water. A survey of the scope of viable substrates is shown along with mechanistic and computational studies that give insight into this mode of catalysis.
Efficient and green oxidation of alcohols with tert-butyl hydrogenperoxide catalyzed by a recyclable magnetic core-shell nanoparticle-supported oxo-vanadium ephedrine complex
Rostami, Amin,Pourshiani, Omid,Darvishi, Neda,Atashkar, Bahareh
, p. 435 - 439 (2017/03/15)
A novel method for the oxidation of alcohols to the corresponding carbonyl compounds has been successfully developed using tert-butyl hydrogenperoxide (TBHP) in the presence of a catalytic amount of recyclable magnetic nanoparticle-supported oxo-vanadium ephedrine complex (VO(ephedrine)2@MNPs) in PEG as a green solvent at 80?°C. The catalyst can be magnetically recycled and successfully reused in six subsequent reaction cycles with only slight decreases of its catalytic activity.
Tungstate ions (WO4 =) supported on imidazolium framework as novel and recyclable catalyst for rapid and selective oxidation of benzyl alcohols in the presence of hydrogen peroxide
Hosseini Eshbala, Fereshteh,Mohanazadeh, Farajollah,Sedrpoushan, Alireza
, (2017/04/21)
Tungstate salt with imidazolium framework is found to be a recoverable and heterogeneous system favouring the highly selective oxidation of primary benzylic alcohols to corresponding aldehydes with 30% H2O2 as a green oxidant under neutral aqueous reaction conditions. Furthermore, in order to demonstrate the recyclability of the catalyst, it was recovered and efficiently reused in seven succeeding reaction cycles without any significant loss. The use of green solvent, very short reaction time with excellent yields and recyclability of the catalyst make this protocol highly advantageous.
Sonochemical synthesis and DFT studies of nano novel Schiff base cadmium complexes: Green, efficient, recyclable catalysts and precursors of Cd NPs
Parsaee, Zohreh
, p. 644 - 659 (2017/06/20)
Novel asymmetric (N4) Schiff bases (Ln, n = 1–3) and their nanosized cadmium complexes derived of 4,4'-(pentylazanediyl) dibenzaldehyde and aminobenzaldehyde are synthesized by sonochemical method and characterized based on physicochemical analysis including 1H NMR, 13C NMR, SEM, TGA, Mass, FT-IR, UV–Vis spectroscopy, elemental analysis, magnetic moment and molar conductance measurements. According to the analytic results of the NMR, UV–Vis and magnetic moment studies, it is found that the geometrical structures of these complexes [CdII2LnCl4], (L = C45H40N5X, X = CH3, Cl, OH) are square planer. The synthesized complexes were so effective as nanocatalyst on the oxidation of primary and secondary alcohols. The oxidation reactions were carried out in ethyl-methyl-imidazolium ionic liquid in presence of NaOCl. In addition Cd NPs were synthesized through the thermal decomposition of mentioned complexes and characterized by using FT-IR, SEM, TEM, EDX and XRD methods, which indicated close accordance to the standard pattern of CdO nanoparticles and an acceptable size at the nanorange (22–27 nm). Furthermore geometrical optimization of the Cd2LnCl4 calculated using DFT/B3LYP with LanL2DZ/6-311+G (d,p) level. The electronic parameter including HOMO–LUMO orbitals, bond gap, chemical hardness–softness, electronegativity, electrophilicity, NMR chemical shifts and IR frequencies were calculated. The calculated NMR shifts and vibrational frequencies showed excellent agreement with experimental data.
Method of 3, 4 -dichlorotoluene continually preparing 3, 4- dichlorobenzaldehyde
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Paragraph 0029; 0030; 0031; 0032; 0033; 0034; 0035-0052, (2017/06/02)
The invention is a method of 3, 4-dichlorotoluene continually preparing 3, 4-dichlorobenzaldehyde, which belongs to the technical field of organic synthesis. The method of 3, 4-dichlorotoluene continually preparing 3, 4-dichlorobenzaldehyde is a process technology which utilizes 3, 4-dichlorotoluene compound as raw material, one or several metal ion compound of cobalt, molybdenum, bromine as catalyzer, hydrogen peroxide as oxidant, to make the 3, 4-dichlorotoluene continually prepare 3, 4-dichlorobenzaldehyde in a tubular reactor. The method of 3, 4-dichlorotoluene continually preparing 3, 4-dichlorobenzaldehyde is mild in conditions, short in react time, high in the availability of the raw material, efficient control achieved during the react process, safe and stable, continuous in operation and high in produce efficacy.
Novel Schiff base Mn(III) and Co(II) complexes supported on Co nanoparticles: Efficient and recyclable magnetic nanocatalysts for alcohol oxidation
Keypour, Hassan,Saremi, Shokoufeh Ghahri,Veisi, Hojat,Azadbakht, Reza
, p. 77020 - 77029 (2016/08/31)
In this study, efficient and highly selective heterogeneous catalysts were developed by immobilization of manganese and cobalt Schiff base complexes on Co magnetite nanoparticles (MNPs). Firstly, Co@SiO2 core-shell nanoparticles were synthesized through a one-pot reaction. Secondly, the Co@SiO2 was amino-functionalized using 3-aminopropyl triethoxysilane and then Schiff base ligand Co@SiO2[(EtO)3Si-L2] was obtained by the reaction of the amino-functionalized nanoparticles with the dialdehyde of 1,2-bis(2-formyl naphthoxy methyl)benzene. Finally, Co@SiO2[(EtO)3Si-L2]/M (M = Mn(iii) and Co(ii)) were successfully synthesized. These surface-modified nanoparticles were characterized using various techniques such as TEM, XRD, TGA, SEM, VSM, XPS, EDX and FT-IR. The catalytic activities of the prepared catalysts were investigated by employing them in the oxidation of various aromatic alcohols with an environmentally friendly oxidant under mild conditions. The catalysts can be readily recovered and reused in at least 5 consecutive cycles without significant leaching and loss their catalytic activity.
A novel Schiff base of Mn(III) complex supported on magnetic cobalt nanoparticles as a highly efficient retrievable heterogeneous catalyst in oxidation of alcohols and sulfides compounds
Judy Azar, Amir Reza,Safaei, Elham,Mohebbi, Sajjad
, p. 753 - 761 (2015/06/17)
Abstract A novel Schiff base Mn(III) complex was successfully synthesized and covalently immobilized on silica-coated magnetic cobalt nanoparticles as a support. The prepared heterogeneous catalyst showed a high catalytic activity in the oxidation of alcohols with high yield and in a milder conditions. The synthesized hybrid nanomaterials were fully characterized by FT-IR spectra, XRD and EDAX analysis. Morphology of the nanomaterials was determined by SEM and TEM. Also, the metallic magnetic cobalt and silica in the core-shell structure were determined by XPS analyses. The synthesized catalyst shows a high catalytic activity in the oxidation of alcohols and sulfides to the corresponding aldehydes and sulfoxides. Also the magnetic properties of the magnetic support and hybrid nanomaterials were measured by AGFM analysis.
Immobilized magnetic nano catalyst for oxidation of alcohol
Bhat, Pooja B.,Rajarao, Ravindra,Sahajwalla, Veena,Bhat, Badekai Ramachandra
, p. 42 - 49 (2015/09/01)
Covalent attachment of Schiff base on magnetic nanoparticles yielded good selectivity for oxidation of alcohols. The ferromagnetic interaction in the complex added comprehensive advantage in enhancing the catalytic activity of the nanocatalyst. A greener approach for alcohol oxidation was achieved in solventless method with good yield (>78%). Leaching experiments confirmed a strong interaction between magnetic support and complex. The catalyst showed significant conversion even after 5 catalytic runs.