- Synthesis and structure activity relationships of cyanopyridone based anti-tuberculosis agents
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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.
- Boshoff, Helena I. M.,Caljon, Guy,Forbes, He Eun,Hulpia, Fabian,Jian, Yanlin,Munier-Lehmann, Héle?ne,Risseeuw, Martijn D. P.,Van Calenbergh, Serge
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- Oxidative C-S Bond Cleavage of Benzyl Thiols Enabled by Visible-Light-Mediated Silver(II) Complexes
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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.
- Hong, Boseok,Aganda, Kim Christopher C.,Lee, Anna
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supporting information
p. 4395 - 4399
(2020/06/05)
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- The Hydrazine–O2 Redox Couple as a Platform for Organocatalytic Oxidation: Benzo[c]cinnoline-Catalyzed Oxidation of Alkyl Halides to Aldehydes
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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.
- Stone, Ilana B.,Jermaks, Janis,MacMillan, Samantha N.,Lambert, Tristan H.
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supporting information
p. 12494 - 12498
(2018/09/18)
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- Efficient and green oxidation of alcohols with tert-butyl hydrogenperoxide catalyzed by a recyclable magnetic core-shell nanoparticle-supported oxo-vanadium ephedrine complex
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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.
- Rostami, Amin,Pourshiani, Omid,Darvishi, Neda,Atashkar, Bahareh
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p. 435 - 439
(2017/03/15)
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- 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
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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.
- Hosseini Eshbala, Fereshteh,Mohanazadeh, Farajollah,Sedrpoushan, Alireza
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- Sonochemical synthesis and DFT studies of nano novel Schiff base cadmium complexes: Green, efficient, recyclable catalysts and precursors of Cd NPs
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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.
- Parsaee, Zohreh
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p. 644 - 659
(2017/06/20)
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- Method of 3, 4 -dichlorotoluene continually preparing 3, 4- dichlorobenzaldehyde
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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.
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Paragraph 0029; 0030; 0031; 0032; 0033; 0034; 0035-0052
(2017/06/02)
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- Novel Schiff base Mn(III) and Co(II) complexes supported on Co nanoparticles: Efficient and recyclable magnetic nanocatalysts for alcohol oxidation
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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.
- Keypour, Hassan,Saremi, Shokoufeh Ghahri,Veisi, Hojat,Azadbakht, Reza
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p. 77020 - 77029
(2016/08/31)
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- 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
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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.
- Judy Azar, Amir Reza,Safaei, Elham,Mohebbi, Sajjad
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p. 753 - 761
(2015/06/17)
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- Immobilized magnetic nano catalyst for oxidation of alcohol
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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.
- Bhat, Pooja B.,Rajarao, Ravindra,Sahajwalla, Veena,Bhat, Badekai Ramachandra
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- An immobilised Co(ii) and Ni(ii) Schiff base magnetic nanocatalyst via a click reaction: A greener approach for alcohol oxidation
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A Schiff base immobilised nanocatalyst was synthesized via copper catalysed alkyne azide cycloaddition (CuAAC) on a magnetic support. The nanocatalyst exhibited high accessible active sites with a surface area of 76 m2 g-1 for a cobalt complex and 57 m2 g-1 for a nickel complex. A strong interaction between the magnetic support and the Schiff base was achieved by avoiding leaching during the course of reaction. The nanocatalyst efficiently oxidised both primary and secondary alcohols to carbonyl with improved yield in a solventless system rendering a greener approach.
- Bhat, Pooja B.,Bhat, Badekai Ramachandra
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p. 4933 - 4938
(2015/06/16)
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- Palladium-catalysed reductive carbonylation of aryl halides with iron pentacarbonyl for synthesis of aromatic aldehydes and deuterated aldehydes
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The first use of iron pentacarbonyl is described for the novel and efficient conversion of aryl iodides, bromides and chlorides into their corresponding aryl aldehydes and/or aryl deuterated aldehydes. The reaction is catalysed with Pd(0) in aqueous N,N-dimethylformamide at atmospheric pressure. In this protocol, neither gaseous hydrogen nor any reducing agent is required for the formation of the carbonylated product. The reaction can be performed without a P(III) ligand for aryl iodides; however, employing a P(III) ligand is necessary to perform the reaction with aryl bromides and chlorides.
- Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham,Rostami, Abed,Rajabi Moghadam, Khashayar
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p. 719 - 724
(2015/11/09)
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- Practical organic solvent-free Cu(OAc)2/DMAP/TEMPO-catalyzed aldehyde and imine formation from alcohols under air atmosphere
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A highly efficient and practical organic solvent-free Cu(OAc)2/DMAP/TEMPO catalyst system for the selective aerobic oxidation of benzylic and allylic alcohols to aldehydes and phenones under an ambient air atmosphere was reported. A wide range of functional groups such as phenolic hydroxyl, amino, and methylthio are compatible with the catalyst system. The organic solvent-free aerobic oxidative imine synthesis from benzyl alcohol and amines was also achieved via the newly developed Cu(OAc)2/DMAP/TEMPO catalyst. 100 g-scale reactions for aldehyde and imine formation were achieved with over 90% yield using 0.5 mol% catalyst loading in 36 hours, presenting a potential valuable protocol for both economical and environmental considerations. This journal is
- Guan, Mingyu,Wang, Chao,Zhang, Jingyu,Zhao, Yingsheng
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p. 48777 - 48782
(2014/12/10)
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- Nickel hydroxide/cobalt-ferrite magnetic nanocatalyst for alcohol oxidation
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A magnetically separable, active nickel hydroxide (Bronsted base) coated nanocobalt ferrite catalyst has been developed for oxidation of alcohols. High surface area was achieved by tuning the particle size with surfactant. The surface area of 120.94 m2 g-1 has been achieved for the coated nanocobalt ferrite. Improved catalytic activity and selectivity were obtained by synergistic effect of transition metal hydroxide (basic hydroxide) on nanocobalt ferrite. The nanocatalyst oxidizes primary and secondary alcohols efficiently (87%) to corresponding carbonyls in good yields.
- Bhat, Pooja B.,Inam, Fawad,Bhat, Badekai Ramachandra
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p. 397 - 402
(2014/09/17)
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- Efficient partial hydrogenation of trichloromethyl to gem-dichloromethyl groups in platinum on carbon-catalyzed system
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While gem-dichloromethyl groups can be directly synthesized by the mono-dechlorination of the corresponding trichloromethyl groups, the suppression control of the over-reduction to form chloromethyl or methyl functionalities is quite difficult. We have established the efficient and widely applicable mono-dechlorination method of the trichloromethyl groups to form the corresponding gem-dichloromethyl groups using platinum on carbon in dimethylacetamide as a specific solvent at 25 °C under a hydrogen atmosphere. The mono-dechlorination of the α,α,α- trichloromethylcarbonyl groups smoothly proceeded by the use of platinum on carbon as a catalyst in a highly chemoselective manner, while the efficient mono-dechlorination of the alkyl- and aryl-trichloromethyl groups required the combined use of Bu3SnH.
- Sawama, Yoshinari,Imanishi, Takahiro,Nakatani, Ryosuke,Fujiwara, Yuta,Monguchi, Yasunari,Sajiki, Hironao
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supporting information
p. 4540 - 4546
(2014/06/10)
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- Copper/imidazolium/TEMPO-catalyzed aerobic oxidation of benzylic alcohols in water
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Various imidazolium salts bearing hydrophilic groups were prepared that reacted with copper powder to afford water-soluble? copper complexes of N-heterocyclic carbenes. These copper complexes can catalyze the selective oxidation of benzyl alcohols to the corresponding aldehydes in water at room temperature without the need for a base. Georg Thieme Verlag Stuttgart . New York.
- Chen, Congyan,Liu, Bo,Chen, Wanzhi
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p. 3387 - 3391
(2014/01/06)
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- Efficient catalytic systems based on cobalt for oxidation of ethylbenzene, cyclohexene and oximes in the presence of N-hydroxyphthalimide
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The selective oxidation of ethylbenzene and cyclohexene to acetophenone and 2-cyclohexene-1-one using N-hydroxyphthalimide (NHPI) under oxygen atmosphere in the presence of an SiO2/Al2O3-supported cobalt catalyst occurs with conversions of 83 and 75% and selectivities of 99%. The supported cobalt is also a suitable and efficient catalyst for the oxidative deprotection of oximes to the corresponding carbonyl compounds. The reaction conditions have been optimized considering the effect of various parameters such as reaction time, amount of catalyst, temperature and reusability of the catalyst after several runs. Moreover, some possible mechanisms for the oxidation of ethylbenzene, cyclohexene and oximes have been proposed.
- Habibi,Faraji,Arshadi,Heydari,Gil
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p. 282 - 292
(2015/03/06)
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- Cu(NO3)2 · 3 H2O as an efficient reagent for the chemoselective trimethylsilylation of primary alcohols and oxidation of trimethylsilyl ethers
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Cu(NO3)2 · 3 H2O can be used as an efficient reagent for the chemoselective trimethylsilylation of primary benzylic and aliphatic alcohols with hexamethyldisilazane (HMDS). This reagent is also able to oxidize the obtained trimethylsilyl ethers to the corresponding carbonyl compounds in the presence of wet SiO2 and KBr. In this study, all reactions are performed in the absence of a solvent and good-to-high yields are obtained.
- Shirini,Mashhadi-Nejad
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p. 376 - 381
(2012/04/04)
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- Multi-walled carbon nanotube bound nickel Schiff-base complexes as reusable catalysts for oxidation of alcohols
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Nickel salen and salophen complexes have been covalently anchored on multi-walled carbon nanotubes (MWNTs). The MWNT-supported nickel complexes have been characterized by inductive coupled plasma spectroscopy, FT-IR spectroscopy, UV-Vis spectrophotometry, transmission electron microscopy, and X-ray diffraction. The catalytic performance for the oxidation of primary and secondary alcohols was evaluated using periodic acid as oxidant. Reaction conditions have been optimized for MWNT-supported salen and salophen complexes by considering the effect of parameters such as solvent, reaction time, concentration of catalyst, amount of oxidant, etc. The catalytic activity was higher for supported catalysts than similar homogeneous ones. These supported catalysts were highly stable and reused several times without the loss of catalytic activity.
- Rajarao, Ravindra,Kim,Bhat, Badekai Ramachandra
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experimental part
p. 2671 - 2682
(2012/08/08)
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- Graphite oxide: An efficient reagent for oxidation of alcohols under sonication
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Graphite oxide (GO) was used as an effective oxidizing agent for the synthesis of aldehydes and ketones from various alcohols under ultrasonic irradiation. Under optimized conditions, quantitative yields of the products were obtained. Compared to other reagents used for the same chemical transformation, GO displays several advantages, including low cost, ease of synthesis, and high stability to ambient conditions.
- Mirza-Aghayan, Maryam,Kashef-Azar, Elnaz,Boukherroub, Rabah
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p. 4962 - 4965
(2012/11/07)
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- Straightforward synthesis of aromatic imines from alcohols and amines or nitroarenes using an impregnated copper catalyst
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The impregnated copper on magnetite catalyst is a versatile system for the synthesis of imines starting from alcohols and amines. This catalyst does not require any type of expensive and difficult to handle organic ligand or typical transition metals, and provides excellent yields achievable under mild reaction conditions. Moreover, the catalyst is very easy to remove from the reaction medium by simply using a magnet. The one-pot process of dehydrogenation of alcohols in the presence of aniline followed by aqueous hydrolysis gave pure alcohols in excellent yields. In addition to amines, nitroarenes could be used as the nitrogen-containing reagent. In the case of primary amines the expected imines were successfully prepared under similar reaction conditions. The impregnated copper on magnetite catalyst is a versatile system for the synthesis of imines starting from alcohols and amines or nitroarenes. A similar synthesis of imines was accomplished using only primary amines. This catalyst avoids the use of expensive organic ligands and other transition metals while enabling excellent yields under mild reaction conditions. Copyright
- Perez, Juana M.,Cano, Rafael,Yus, Miguel,Ramon, Diego J.
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p. 4548 - 4554
(2012/11/07)
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- Photochemical formation and decomposition of 8-[β-arylethenyl]-2,2,6- trimethyl-7,9,10-trioxa-tricyclo[6.2.2.01,6]dodec-11-ene to novel 6-hydroxy-1,7,7-trimethyl-2-oxa-bicyclo[4.4.0]dec-4-en-3-one in the presence of oxygen
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Irradiation of (E,E)-arylidene-β-ionones in the presence of oxygen leads to the formation of 8-[β-arylethenyl]-2,2,6-trimethyl-7,9,10-trioxa- tricyclo[6.2.2.01,6]dodec-11-enes (3). However, prolonged irradiation in the presence of oxygen leads to their conversion to 6-hydroxy-1,7,7- trimethyl-2-oxa-bicyclo[4.4.0]dec-4-en-3-one (4), apparently proceeding through addition of oxygen to the side chain π-bond in 3.
- Sharma, Vishal,Gupta, Vivek,Anthal, Sumati,Saxena, Ajit K.,Ishar, Mohan Paul S.
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supporting information
p. 5649 - 5651
(2012/10/29)
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- Green conversion of alcohols to carbonyls catalyzed by novel ruthenium-Schiff base-triphenylphosphine complexes
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A series of new RuII-Schiff base complexes of containing Ph 3P has been prepared and characterized. The complexes have been used as catalysts for the oxidation of alcohols in [EMIM]Cl ionic liquid-NaOCl system. Higher catalytic activity was found for RuL1. A plausible mechanism has been proposed.
- Ramakrishna, Dileep,Bhat, Badekai Ramachandra
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experimental part
p. 155 - 158
(2011/04/15)
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- Highly selective, economical and efficient oxidation of alcohols to aldehydes and ketones by air and sunlight or visible light in the presence of porphyrins sensitizers
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In this work, a new aerobic route is introduced for the selective oxidation of a variety of aromatic and aliphatic alcohols to the corresponding aldehyde and ketone derivatives by molecular oxygen in the presence of free base porphyrins and metalloporphyrins as sensitizers using white light or sunlight in an organic solvent. The method shows a wide scope, exhibits chemoselectivity and proceeds under mild reaction conditions. The resulting products are obtained in good conversions in a reasonable time. The Royal Society of Chemistry.
- Hajimohammadi, Mahdi,Safari, Nasser,Mofakham, Hamid,Deyhimi, Farzad
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experimental part
p. 991 - 997
(2011/05/15)
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- A catalytic process for the selective oxidation of alcohols by copper (II) complexes
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Novel copper (II)-N-(2-pyridyl)-N'-(5-R-salicylidene) hydrazine triphenylphosphine complexes have been synthesized and characterized. The complexes were effective in the catalytic oxidation of primary and secondary alcohols in presence of periodic acid (H5IO6) as oxidant. The oxidation reactions were carried out in acetonitrile. Electrochemical electron transfer study reveals CuII-CuI reduction in methanolic solutions. A mechanistic study of the above reactions has been proposed.
- Ramakrishna, Dileep,Bhat, Badekai Ramachandra
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experimental part
p. 690 - 693
(2011/05/17)
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- Palladium-Schiff base-triphenylphosphine catalyzed oxidation of alcohols
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Novel palladium(II)-N-(2-pyridyl)-N'-(5-R-salicylidene) hydrazine triphenylphosphine complexes were synthesized and characterized by UV, IR, 1HNMR and31P NMR spectral analysis, C, H, N analysis andmagnetic susceptibilitymeasurements. The complexes were effective in the catalytic oxidation of primary and secondary alcohols in presence of N-methyl-morpholine-Noxide as oxidant. The oxidation reactions were carried out in dichloromethane. A mechanistic study of the above reactions has been proposed. Copyright
- Dileep,Bhat, Badekai Ramachandra
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experimental part
p. 663 - 666
(2010/11/05)
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- Effective oxidation of alcohols with H5IO6 catalyzed by nickel(II) schiff base complexes
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Nickel(II)-Schiff base-triphenylphosphine complexes catalyze oxidation of alcohols to carbonyls in presence of minimum amount of periodic acid. The catalytic oxidation was developed in mild conditions and showed good yields. The effects of temperature, time, and concentrations of catalyst and co-oxidant were studied. Higher catalytic activity has been observed for NiL1 compared to the other complexes.Copyright Taylor & Francis Group, LLC.
- Ramakrishna, Dileep,Bhat, Badekai Ramachandra
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experimental part
p. 516 - 520
(2010/11/04)
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- Cobalt complexes in [EMIM]Cl - A catalyst for oxidation of alcohols to carbonyls
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A coordination complex system consisting of Cobalt (II)-Schiff bases with triphenylphosphine were synthesized and characterized. These catalysts were effective in the oxidation of primary and secondary alcohols. The oxidation reactions were carried out in ethyl-methyl-imidazolium ionic liquid in presence of NaOCl. Higher catalytic activity was observed for CoL1.
- Ramakrishna, Dileep,Ramachandra Bhat, Badekai
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experimental part
p. 195 - 198
(2010/06/12)
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- Catalytic oxidation of alcohols by nickel(II) Schiff base complexes containing triphenylphosphine in ionic liquid: An attempt towards green oxidation process
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A series of square planar nickel(II) complexes containing N,O donor Schiff base ligand, i.e. N-(2-pyridyl)-N′-(5-substituted-salicylidene)hydrazine and triphenylphosphine, have been synthesized and characterized by analytical and spectral methods. Catalytic activities of all the complexes have been studied for the oxidation of alcohols in ionic liquid media using NaOCl as oxidant.
- Ramakrishna, Dileep,Bhat, Badekai Ramachandra,Karvembu, Ramasamy
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scheme or table
p. 498 - 501
(2010/12/19)
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- Effective oxidation of alcohols by Iron(III)-Schiff base-triphenylphosphine complexes
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Iron(III)-Schiff base-triphenylphosphine complexes catalyze the oxidation of alcohols to their corresponding carbonyl compounds in presence of hydrogen peroxide in good yields.
- Rani, Sandya,Bhat, Badekai Ramachandra
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experimental part
p. 6403 - 6405
(2011/01/03)
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- Synthesis, characterization and catalytic activity of Fe(III) complexes containing Schiff base and triphenylphosphine ligands
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The oxidation of alcohols to carbonyls was investigated by an efficient catalyst system comprising of Fe(III)-Schiff base-triphenylphosphine complex. The complex chloroN-(2-mercaptophenyl)salicylideneiminebis(triphenylphosphine) iron(III) showed higher activity for oxidation of various alcohols under relatively mild conditions.
- Rani, Sandya,Ramachandra Bhat, Badekai
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experimental part
p. 1289 - 1292
(2011/02/17)
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- TEMPO-copper(II) diimine-catalysed oxidation of benzylic alcohols in aqueous media
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In situ generated copper(II)-diimine complexes combined with TEMPO (2,2,6,6-tetramethyl-piperidinyl-1-oxyl radical) were studied in the oxidation of benzylic alcohols, the focus being on enviromentally benign reaction conditions. In this respect, reactions were studied in aqueous alkaline solutions and dioxygen was used as an end oxidant. This simple catalytic system turned out to be highly efficient and selective in the oxidation of primary and secondary benzylic alcohols to their corresponding carbonyl compounds. Under optimised reaction conditions [5 mol% of TEMPO, 3 mol% of copper(II) diimine, pH 12.6-13.5, 80°C, 10 bar O2] benzyl alcohol was quantitatively and selectively oxidised to benzaldehyde. According to ESI-MS studies, coordination of TEMPO, as well as deprotonated benzyl alcohol to the parent copper-diimine complex in aqueous solutions is feasible. Supported by these observations a plausible reaction mechanism is proposed for the oxidation reaction.
- Figiel, Pawel J.,Leskelae, Markku,Repo, Timo
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p. 1173 - 1179
(2008/03/27)
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- A mild and efficient oxidation of alcohols to aldehydes and ketones with periodic acid catalyzed by chromium(III) acetylacetonate
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Chromium(III) acetylacetonate was found to be an efficient catalyst (10 mol%) for the oxidation of alcohols to aldehydes and ketones with periodic acid (1.5 equiv.) in acetonitrile at room temperature.
- Xu, Liang,Trudell, Mark L.
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p. 2553 - 2555
(2007/10/03)
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- Inhibitors of HPV E1 helicase enzyme
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The invention is concerned with novel benzodiazepine derivatives, a process for their manufacture, pharmaceutical compositions and the use of such compounds in medicine. In particular, the compounds are inhibitors of the human papillomavirus E1 helicase enzyme which is involved in viral replication. Consequently the compounds of this invention may be advantageously used as therapeutic agents for HPV mediateddiseases.
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- Isoquinoline compound melanocortin receptor ligands and methods of using same
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The invention relates to melanocortin receptor ligands and methods of using the ligands to alter or regulate the activity of a melanocortin receptor. The invention further relates to tetrahydroisoquinoline aromatic amines that function as melanocortin receptor ligands and as agents for controlling cytokine-regulated physiologic processes and pathologies, and combinatorial libraries thereof.
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- Use of polymer supported reagents for clean multi-step organic synthesis: Preparation of amines and amine derivatives from alcohols for use in compound library generation
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The automated sequential application of polymer supported perruthenate (PSP) and polymer supported cyanoborohydride (PSCBH) in an oxidation-reductive amination procedure allowed the efficient transformation of simple alcohols into more complex amines which can be further derivatised by the use of polymer bound amino sulfonylpyridinium chlorides.
- Ley, Steven V.,Bolli, Martin H.,Hinzen, Berthold,Gervois, Anne-Geraldine,Hall, Beverley J.
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p. 2239 - 2241
(2007/10/03)
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- Electrophilic Amination Reagents: A New Method For The Preparation Of 3-Aryl-N-BOC (or N-FMOC) Oxaziridines
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N-BOC or N-FMOC benzaldimines are oxidized to the corresponding 3-Aryl-N-BOC or N-FMOC oxaziridines by reaction with Li m-chloroperoxybenzoate under aprotic conditions.The new oxaziridines can transfer their N-BOC or N-FMOC group to morpholine to give the corresponding Nβ-protected hydrazines.
- Vidal, Joelle,Damestoy, Stephanie,Collet, Andre
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p. 1439 - 1442
(2007/10/02)
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- Process for nucleophilic fluoroalkylation of aldehydes
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Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formula wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
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- INVESTIGATIONS ON REACTIONS OF CHLORINE DIOXIDE AND SODIUM CHLORITE WITH ORGANIC COMPOUNDS. PART XXXV. REACTIONS OF CHLORINE DIOXIDE WITH RING-SUBSTITUTED STYRENES
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Reactions of chlorine dioxide with ring substituted styrenes (1a-n) in carbon tetrachloride at 52-54 deg C were studied.The reaction products were isolated and characterised.It has been found that methyl-, chloro-, nitrostyrenes and 4-methoxystyrene are attacked by chlorine dioxide exclusively on the vinyl group, to yield the corresponding α-chloroacetophenones (2), diastereoisomers of β-chlorostyrene (6,7), oxidation products (8,9) and some polymers.Oxidation of its phenolic hydroxyl groups and vinyl polymerization took place in hydroxystyrenes.
- Kwiecien, Halina,Jalowiczor, Jozef
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p. 811 - 824
(2007/10/02)
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- Substituted imidazo thiazoles thiazines, thiazepines and thiazocines
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Disclosed herein are novel tetrahydro imidazo thiazoles, tetrahydro imidazo thiazines, hexahydro imidazo thiazepines and hexahydro imidazo thiazocines, intermediates for the preparation thereof, methods of using the compounds as anti-inflammatory agents and methods of using an intermediate thereof as anti-secretory agents to relieve the symptoms of gastric distress.
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- Inderect Electrochemical Processes. 14. Inderect Electrochemical Oxidation of Benzylic Alcohols with Organic Mediators
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Benzylic alcohols ca be oxidized with good selectivity, high material yield, and at low potentials to form benzaldehydes, if catalytic amounts of electrogenerated and regenerated triarylamine cation radicals are used as oxidizing agents.The reaction can either take place in acetonitrile or methanol in the presence of 2,6-lutidine or Na2CO3 as bases using a divided cell or in an undivided cell, if methanol is used as a solvent.In the latter case the aldehyde is formed as the major product, if small amounts of Na2CO3 are present.In the absence of an added base, however, the dimethyl acetal predominates.The cathodic formation of dimeric products from the benzaldehyde can be suppressed by the use of a platinum cathode and by working under neutral conditions.The formation of methyl benzoate as a side product is dependent on the conversion of the substrate.
- Brinkhaus, Karl-Heinz Grosse,Steckham, Eberhard,Schmidt, Werner
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p. 499 - 508
(2007/10/02)
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- Substituted hydroxy pyridones
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Substituted hydroxy pyridones, e.g., 3-(α-iminobenzyl)-4-hydroxy-6-phenyl-1-methyl-2(1H)-pyridone, are prepared by reducing corresponding isoxazolo[4,5-c]pyridin-4(5H)-ones and are useful as minor tranquilizers and sleep inducers.
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- Substituted indeno, naphtho and cyclohepta pyrazoles
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Substituted indeno [1,2-c] pyrazoles, naphtho [1,2-c] pyrazoles and benzo [6,7] cyclohepta [1,2-c] pyrazoles e.g., 3-(2,3-dimethoxyphenyl)-4H-indeno[1,2-c] pyrazole and 4,5-dihydro-3-(4-pyridyl)-2H-naphtho[1,2-c] pyrazole, are useful as non-estrogenic anti-fertility agents and antihypertensive agents.
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- 3-Substituted-4-aryl isoquinolines
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3-Substituted-4-aryl isoquinolines, e.g. 3-tertiary butyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline, prepared from corresponding isoquinoline intermediates, are useful as anti-diabetic agents.
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