Дисертації з теми "Catalyse one-pot"
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Boscaro, Paolo. "One-pot synthesis of structurated of TiO2 materials easy to handle (not nanoparticles) for photocatalysis under visible light and sunlight." Thesis, Montpellier, Ecole nationale supérieure de chimie, 2016. http://www.theses.fr/2016ENCM0009.
The aim of this study is to develop titania based materials able to perform photocatalytic reaction in flow condition, under sunlight or visible light, with special physical and chemical properties in order to overcome common photocatalysts’ deficiencies like: mechanical stability, pressure drop, low mass transfer and contact time, reduced wavelength range absorption, photo-generated charge lifetime, and in general all features that limit photocatalysts efficiencies. Three synthesis methods have been developed and optimized to obtain TiO2 monoliths with shape and dimension that can be adapted to any specific application. TiO2 monoliths, displaying bimodal macro-mesoporous interconnected network together with an elevated mechanical and chemical stability, have been used as flow photocatalyst microreactor under different flow rate conditions. Synthesized monoliths displayed enhanced visible light absorption, enabling them to efficiently operate in a vast range of illumination. TiO2 monoliths absorption on the visible range of the spectrum is attributed to carbon-nitrogen containing species within the material. Orange G degradation in aqueous medium have been performed both in batch and flow reactors under sunlight, visible light and UV light. All reactions resulted in complete mineralization of pollutant, with higher degradation rate than TiO2 nanoparticles benchmark material (P-25) when visible light is used. No photocatalyst deactivation have been detected after 85 hours of wastewater treatment in flow conditions. Similar TiO2 material, with a free-standing thick-film shape, have been used to perform photocatalytic water splitting under visible light. Another strategy has been developed to synthesize a TiO2/CuO self-standing film to enhance charge separation giving unexpected results in terms of hydrogen production
Lainer, Bruno. "A multicatalytic approach to enantio-, and diastereoselective arylation of alcohols." Electronic Thesis or Diss., Strasbourg, 2023. http://www.theses.fr/2023STRAF080.
Alcohol moieties are present in a great diversity of valuable fine chemicals from nature and synthesis, therefore methods enabling their structural diversification are sought after. However, modifying the structure of alcohols at certain unreactive positions, even with the aid of catalysis, remains a challenge or requires tedious often wasteful multistep procedures. Recently, increased attention has been paid to multicatalysis, which combines multiple catalysts within one system, enabling the discovery of previously inaccessible reactivities or increasing the overall efficiency of multistep transformations. Described within are methods which enable the diastereo-, and enantioselective α-, and β-arylation of alcohols. By combining Ru- and Pd-based catalysts the unprecedented, enantioselective (and diastereodivergent in the case of alcohols already bearing stereocenters) β-arylation of primary alcohols can be carried out. Also, under sequential relay catalysis enantioenriched secondary benzylic alcohols can be obtained from a variety of available starting materials, such as primary alcohols, or alcohols bearing a double bond. Overall, these protocols demonstrate the potential of multicatalysis as a synthetic tool for diversifying alcohols. In a broader context, this thesis sets the stage for devising novel, multicatalytic strategies and methods for efficient synthesis
Giorgi, Pascal. "Nouvelles réactions à économie d'atomes et d'étapes basées sur la catalyse par des nanoparticules d'or et la multicatalyse. Applications dans la synthèse de chimie fine et des odorants." Thesis, Université Côte d'Azur (ComUE), 2017. http://www.theses.fr/2017AZUR4127.
Elaboration of synthetic methods based on metal-catalyzed reactions has been a hot topic in organic chemistry. Despite good efficiency, catalysis proceeding homogeneously, are limited in the operation of recovering/recycling of the catalysts. An important stress was placed to design catalysis, offering both the efficiency of homogeneous catalysts and the recyclability of heterogeneous catalysts. In this context, metal nanoparticles merged as a key tool, due to their unique physical and chemical properties. Notably, Au NPs have shown remarkable catalytic activity in the oxidation of activated alcohols under O2 atmosphere. Since now, the access to more complex molecules is the next step forward for this field, we envisioned multicatalytic roads, based on the oxidation of activated alcohols via supported Au NPs. Our choice of using solid catalysts was relevant, since nanostructured catalysts for which the fraction of active sites are located on the surface, limit the risk of cross-quenching. The latter carbonyl formed, could be further converted in situ, via tandem protocol. Herein, we developed novel, atom- and step-economical bicatalytic one-pot processes, to access substituted chromenes/quinolines (53-93%) by tandem oxidation/hetero-Michael addition/aldolisation combining nanocatalysis and base catalysis, ortho-THCs (50-81%) via tandem oxidation/arylation/cyclisation combining nanocatalysis and supported catalysts and a tandem cascade oxidation/hydrolysis to access HMLA (86%, sel 93%). A large panel of products of biological activity relevance, pertaining to the fragrance chemistry or aiming in some cases, pre-industrial scalability via continuous flow applications
Cusati, Giuseppe. "La catalyse hétérogène au palladium en chimie fine : une étude sur la synthèse " one-pot " de stilbènes et bibenzyles : application à la synthèse de styrènes et aryl-indoles." Phd thesis, Université Claude Bernard - Lyon I, 2009. http://tel.archives-ouvertes.fr/tel-00876267.
Balas, Matthieu. "Sustainable catalytic process for the one-pot formation of cyclic carbonates through oxidation of alkenes and CO2 cycloaddition." Electronic Thesis or Diss., Sorbonne université, 2021. http://www.theses.fr/2021SORUS068.
The objective of this project is to develop a comprehensive reaction for the synthesis of styrene carbonate from styrene in the presence of CO2 and a clean oxidant: O2. Salophen-R-M (R = Me2N, Et2N, tBu and M = Mn, Ni and Cr) catalysts were synthesized and their co-catalytic activity for the cycloaddition reaction of CO2 on styrene oxide was evaluated in the presence of Bu4NBr; Salophen-Me2N-Cr showed the best results: 99% yield obtained after 3h at 80°C. Salophen-R-M complexes were grafted onto mesoporous silica {NH2}-SBA-15 by covalent bonding. In parallel, the binding of quaternary ammonium salts was optimized by ex-situ grafting on SBA-OH. These catalytic materials were tested for the formation of styrene carbonate, with yields higher than those obtained in solution thanks to the synergy effect linked to the presence of silanols. The Salophen-Me2N-Cr catalyst was tested in the Mukaiyama epoxidation reaction of styrene in the presence of O2. A 50% yield of styrene oxide was obtained under reaction conditions similar to those used in cycloaddition. The overall reaction was performed in the presence of Bu4NBr and Salophen-Me2N -Cr catalysts at 80°C under 3.5 bar O2 and 11 bar CO2. A maximum yield of styrene carbonate of 31% was obtained after a two-step reaction of oxidation (3h) and cycloaddition (20h)
Boiaryna, Liliana. "Evaluation de la catalyse à l’or dans la chimie des ions N-acyliminiums : application à la synthèse one-pot de composés polycycliques azotés." Thesis, Le Havre, 2013. http://www.theses.fr/2013LEHA0008/document.
AGold catalysts, as soft carbophilic Lewis acids, have rapidly develop and mature to become nowadays an outstanding tool for new C-C and C-X bonds (X = O, S, N) through π-bond activation. Moreover, its σ-Lewis acidity was also acknowledged and exemplified by numerous examples of carbonyl, imine, π-activated alcohol and epoxide activation. As part of our ongoing studies on N-acyliminium ion chemistry, we have been interested in using gold catalysts for N-acyliminium ion generation. First, we have shown that the σ-Lewis acidity of gold(I) and gold(III) could be exploited to efficiently catalyze the nucleophilic substitution reactions of various alkoxy- and acetoxylactams, precursors of N-acyliminium ions. The reaction was found to tolerate a wide range of nucleophiles, including allyltrimethylsilane, silyl enol ethers, arenes as well as active methylene derivatives. Next, gold catalysis was applied to cascade α-amidoalkylation/hydroarylation sequences unifying both the σ- and π-Lewis acid properties of gold complexes. Alternatively, Brønsted acid/Lewis acid multicatalysis approach has been alternatively developed to override some limitations featuring this unprecedented tandem intermolecular Friedel–Crafts/intramolecular hydroarylation sequence. This two complementary and highly efficient cascade sequences enable expedient access to complex fused polycyclic structures from trivial materials
Ellis, Richard D. "Reductive amination catalysed by iridium complexes." Thesis, University of Sussex, 2001. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.341064.
Pantaine, Loïc. "Aminocatalyse et Réactions en Cascade pour la Synthèse de Polycycles Tridimensionnels." Thesis, Université Paris-Saclay (ComUE), 2016. http://www.theses.fr/2016SACLV084/document.
The work presented in this manuscript aims to study organocatalytic reaction sequences enabling the stereoselective formation of carbon-carbon and carbon-heteroatom bonds. Various strategies have been developped for the preparation of chiral cyclic architectures, which represents an important challenge due to their presence in a vast number of biologically active compounds. This manuscript starts off by introducing the principal of organocatalysis, and more specifically the different activation means used in aminocatalysis.The first chapter focuses on the regio- and diastereoselective synthesis of cyclic hydrazine-containing bicycles in a solvent-free way. The second chapter merges de-aromatization or desymetrization with an aminocatalytic reaction sequence, to yield tridimensional enantioenriched polycycles from unsaturated aldehydes. Lastly, the third chapter concentrates on the synthesis of unsymmetrical sulfamides and their uses as substrates in aminocatalysis
Mostafa, Mohamed A. B. "One-pot transition metal-catalysed processes for the synthesis of biologically active compounds." Thesis, University of Glasgow, 2018. http://theses.gla.ac.uk/8779/.
Nassar, Hardy Luma. "Tandem reactions using multi-task catalysts." Thesis, Bordeaux 1, 2011. http://www.theses.fr/2011BOR14317/document.
The development of clean chemistry and therefore sustainable is one of the major challenges of the 21st century in industrialized countries. Being in the heart of many discoveries in various scientific fields ranging from physics to medicine, the chemical sciences must play a central role in solving a number of environmental problems we face. My thesis work is part of this problem through the development of synthetic methodologies involving several transformations in the same reactor. We have developed the reaction sequences called HRC (for Heck-Reduction-cyclization) building on the multi-task of a palladium catalyst. This work allowed us to prepare a variety of functionalized heterocycles or compounds from which we can cite the oxindole, the indanones, or the naphthoxindoles. This work has resulted for the time four publications in peer-reviewed journals
Kudaibergenov, S. E., G. S. Tatykhanova, and E. Baigaziyeva. "Preparation, Characterization and Catalytic Activity of Gold Nanoparticles Stabilized by Hydrophilic Polymers." Thesis, Sumy State University, 2012. http://essuir.sumdu.edu.ua/handle/123456789/35034.
Dhawan, Rajiv. "The palladium catalyzed multicomponent synthesis of Münchnones : novel one-pot metal catalyzed routes to heterocycles and peptide-based molecules." Thesis, McGill University, 2004. http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=85065.
Chapter 2 of this thesis describes a new palladium catalyzed multicomponent synthesis of beta-lactams. This reaction was developed based upon previous work in this laboratory, which showed that imidazoline-carboxylates could be generated from coupling two imines, an acid chloride and CO. Mechanistic studies suggested that this product arose from a 1,3-dipolar cycloaddition of an imine-HCl molecule with Munchnone. Removal of this acid combined with adjusting reactant ratios, and the utilization of ligands generated 3-amido substituted beta-lactams in moderate to good yields.
Chapter 3 discusses studies that further explain the origin of the beta-lactam and imidazoline-carboxylate products obtained from catalysis. These studies demonstrate that imidazoline-carboxylates are generated either directly through a 1,3-dipolar cycloaddition reaction of imine-HCl with Munchnone, or indirectly from acid catalyzed rearrangement of an initially formed beta-lactam. In addition, the potential intermediates in the catalytic cycle, including the palladium bound carbonyl complex are completely characterized.
Chapter 4 describes the first example of a metal-catalyzed synthesis of Munchnones. Reaction optimization focused on modifying the catalyst structure to {Pd(Cl)[eta2-CH(R1)NR 2COR3]}2 (formed by pre-treating Pd 2(dba)3 CHCl3 with imine (R1C(H) = NR2) and acid chloride (R3COCl)), increasing CO pressures and employing bromide salts to stabilize the palladium catalyst. These modifications to the reaction enabled the development of a catalytic Munchnone synthesis from imines, acid chlorides, and CO.
Chapter 5 describes the development of a highly modular one-step palladium catalyzed synthesis of pyrroles. This reaction shows that pyrroles can be thought of as being a coupling product of an imine, acid chloride and an alkyne, formed via the in situ trapping of Munchnones with alkynes. In addition, further improvements to the Munchnone synthesis through the utilization of sterically bulky phosphine ligands (i.e. [P(o-Tol) 3]) will be discussed. As well as broadening the scope of accessible Munchnones, this ligand also increased the rate of product formation.
Chapter 6 describes some preliminary studies on the mechanism of Munchnone synthesis. Based upon kinetic data and catalyst resting state analyses, the rate determining step was suggested to possibly be N-acyliminium salt oxidative addition to Pd(0). In addition, crystal structures of {[P( o-Tol)3]Pd(eta2-CH(Tol)N(PMB)COPh)} and its dimeric precursor {Pd(eta2-CH(Tol)N(PMB)COPh)}2 were obtained.
Miles, Kelsey C. "Palladium-Catalyzed Carbocyclizations of Substituted Benzoic Acids and Tandem One-Pot Acyl Heck/Heck Coupling of Indanones." The Ohio State University, 2013. http://rave.ohiolink.edu/etdc/view?acc_num=osu1377003454.
Jasselin-Hinschberger, Adeline. "Polyfonctionnalisations sélectives par voie organométallique en série furopyridines : développement de procédés séquentiels et "one-pot" originaux." Thesis, Université de Lorraine, 2014. http://www.theses.fr/2014LORR0163/document.
The work described in this PhD thesis concerns the regioselective metalation study of a fused heterocycle : the furo[3,2-B]pyridine. The influence of the basic system on the reaction and on the regioselectivity of the lithiation has been studied with several bases : n-BuLi, LiTMP, LiDA and [n-BuLi/LiDMAE]. From a fundamental point of view, this study allowed us to establish some rules concerning the functionalization of furopyridines and to obtain a chemical library of various polyfunctionalized furo[3,2-B]pyridines, in good overall yields. Some of the compounds synthesized in this way, were engaged as substrate in metallo-Catalysed cross-Coupling reactions. Two efficient one-Pot multiple lithiations processes have been developed and lead to highly substitued furopyridinic scaffolds in excellent yields
Bassoude, Ibtissam. "Synthèse de nouveaux dérivés pyrazolo[1,5-a]pyrimidiniques à visée biologique." Phd thesis, Université d'Orléans, 2012. http://tel.archives-ouvertes.fr/tel-00789954.
Giliberti, Carlo. "Studio della reattività del glicerol carbonato nella sintesi di derivati fenolici." Master's thesis, Alma Mater Studiorum - Università di Bologna, 2016. http://amslaurea.unibo.it/11862/.
Luciani, Sara. "Sintesi enantio- e diastereoselettiva di atropoisomeri N-N." Master's thesis, Alma Mater Studiorum - Università di Bologna, 2021. http://amslaurea.unibo.it/24360/.
Ayvali, Tugce. "One-pot Synthesis And Characterization Of Colloidally Robust Rhodium(0) Nanoparticles Catalyst: Exceptional Activity In The Dehydrogenation Of Ammonia Borane For Chemical Hydrogen Storage." Master's thesis, METU, 2011. http://etd.lib.metu.edu.tr/upload/12613375/index.pdf.
Naas, Mohammed. "Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique." Thesis, Orléans, 2016. http://www.theses.fr/2016ORLE2009/document.
Access to new biologically active compounds requires the development of new rapid and efficient methods for the synthesis of original heterocyclic scaffolds. In this context, we decided to focus particularly on the reactivity of indazoles. First, we studied the selectivity of Suzuki cross-coupling reaction to functionalize position 3 of the indazole with the free NH function. Indeed, we have described the first example of the direct and regioselective palladium-catalyzed (hetero)arylation of indazoles, the reaction may be induced to occur at either in position 3 and 7. We then showed the possibility of "one-pot" synthesis of disubstituted indazolic entities. Moreover, in order to increase diversity around the indazole scaffold, we developed a direct and regioselective alkenylation of (2H)- and (1H)-indazoles by oxidative palladium catalyzed at the C-3 and C-7, then we envisaged a three staps synthesis of Gamendazole, molecule currently in clinical phase for male contraception, by using the direct alkenylation at C3 of the suitably functionalized (1H)-indazoles. The last part of this report was dedicated to the preparation of indazoles containing a sulphonamide function, with the aim of biological testing them as potentially anti-cancer candidates
Chen, Xu. "Investigation of the Phase transformation in FePtM nanoparticles (M= Ag, Cu) at atomic scale for optimized oxygen reduction catalysis." Thesis, Normandie, 2019. http://www.theses.fr/2019NORMC235.
Proton exchange membrane fuel cells are promising as novel energy conversion devices due to their high efficiency and low environmental impact. However, the platinum loadings needed for compensating the poor kinetics in the oxygen reduction reaction hinder their widespread applications in new energy vehicles and stations. Recently, it has become possible to enhance the catalysts activity based on geometrical and/or electronic effects. In this vein, Pt−based binary alloys with ordered structure have demonstrated enhanced activity and durability, while, contributing to decrease the weight of Pt. In this work, we have investigated ordered FePtAg and FePtCu nanoparticles from one‒pot synthesis, with the objective to develop high performance catalysts by improving their activity and durability. In FePtAg, the phase transition to ordered structure was shown to be induced by Ag doping; a high coercivity of 5.23 kOe and ultrafine size FePtAg nanoparticles (3.5 ± 0.5 nm) has been achieved. For the FePtCu nanoparticles, the Cu alloying effect was found to constitute the driving force for ordering. As related to benchmark Pt/C, our optimized core‒shell structured Cu/FePtCu nanoparticles exhibited a mass activity 4 times higher with only 3 % durability attenuation in contrast to 34.2%. Finally, a mass activity of 11.7 times larger than Pt/C was achieved for optimized FePtCu nanoparticles, with core‒shell Cu/FePt structure and truncated‒octahedron shape
Isleyen, Alper. "One-pot Synthesis Of Chloroalcohols And Their Lipase Mediated Kinetic Resolution - Ferrocenyl Aziridinylmethanols As Chiral Ligands In Enantioselective Conjugate Diethylzinc Addition To Enones." Phd thesis, METU, 2007. http://etd.lib.metu.edu.tr/upload/12608857/index.pdf.
nsted acid conditions. Formaldehyde and olefin condensation (Prins reaction) clearly explains the formation of the unexpected product. Same methodology was then successfully applied to develop a one-step procedure for the synthesis of 3-chloro-3-arylpropanols, which are important starting materials for the synthesis of biologically active benzanilide derivatives. Styrenes were reacted with MDA in the presence of boron trifluoride to give the corresponding 3-chloro-3-arylpropanols in 36&
#8211
84% yield. The second part of the thesis involves kinetic resolution of 3-chloro-3-arylpropanols by lipase mediated acylation which are described for the first time. Acylation with the CCL provided the best enantioselectivity amongst the enzymes used. Enantiomerically enriched products with up to 78% ee were obtained after two successive lipase-mediated acylations. Different substituents on the aromatic ring and bromide, instead of chloride, at the benzylic position of the substrates were found to have no drastic influence on the enantioselectivity of the reaction. In the last part, easily available ferrocenyl substituted aziridinylmethanols (FAM) were complexed with nickel to catalyze the enantioselective diethylzinc addition to various enones with ee&
#8217
s reaching 82%. The ligands can be recovered and used without losing their activity. The sense of asymmetric induction was found to be dependent on the configuration of the aziridine ring.
Lorusso, Patrizia. "Metal catalysed alkylation of carbonyl compounds with formaldehyde." Thesis, University of St Andrews, 2015. http://hdl.handle.net/10023/7823.
Merkul, Eugen [Verfasser], Thomas J. J. [Akademischer Betreuer] Müller, Manfred [Akademischer Betreuer] Braun, and A. Stephen K. [Akademischer Betreuer] Hashmi. "Synthesis of N-Heterocycles and Their Reactive Precursors via Novel Pd/Cu-Catalyzed One-Pot Sequences / Eugen Merkul. Gutachter: Manfred Braun ; A. Stephen K. Hashmi. Betreuer: Thomas J. J. Müller." Düsseldorf : Universitäts- und Landesbibliothek der Heinrich-Heine-Universität Düsseldorf, 2011. http://d-nb.info/101545805X/34.
Liou, Mei-Jyun, and 劉梅君. "One-Pot Synthesis of Quinoxalines with Hypervalent Iodine as Catalyst." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/69115052672680191048.
高雄醫學大學
醫藥暨應用化學研究所
101
Various biologically important quinoxaline derivatives were efficiently synthesized via one-pot reaction between o-phenylenediamine and internal alkynes in excellent yields. This method utilizes inexpensive, non-toxic, and environment benign hypervalent iodine source such as [(diacetoxyiodo) benzene, PhI(OAc)2, PIDA] to replace expensive metal catalysts. One of the quinoxalines i.e.45i was evaluated for leukemia cancer cell lines and turned out to be good candidate.
Bose, P. "One pot copper catalyzed conversion of oximes to thioamides." Thesis, 2014. http://ethesis.nitrkl.ac.in/6238/1/E-11.pdf.
林懏濝. "One-pot synthesis of bioactive molecular fragment using iodine as catalyst." Thesis, 2005. http://ndltd.ncl.edu.tw/handle/41320355851206192840.
Mortinho, Ana Cristina da Costa. "Novel synthetic routes towards azaindoles, Exploring one-pot metal-catalysed reactions." Master's thesis, 2018. http://hdl.handle.net/10362/53594.
方顥伶. "One-Pot Synthesis of Bioactive Decahydroquinolines and Flavanone Derivatives Using Iodine as Catalyst." Thesis, 2007. http://ndltd.ncl.edu.tw/handle/10554964013312880949.
Panteleev, Jane. "Rhodium and Palladium Catalysis in the Synthesis of Carbo- and Heterocycles." Thesis, 2012. http://hdl.handle.net/1807/34831.
Hung, Tzu-Ting, and 洪慈婷. "One-pot Iron(III) /Cationic 2,2’-Bipyridyl System Catalyzed Sonogashira-Hagihara Coupling in Water." Thesis, 2010. http://ndltd.ncl.edu.tw/handle/hzfsem.
國立臺北科技大學
有機高分子研究所
98
The cross-coupling between an aryl halide and terminal alkyne catalyzed by palladium catalyst is widely known as the Sonogashira-Hagihara reaction. It provides a powerful method for the preparation of aryl alkynes which are important compounds for material sciences and medicinal chemistry. In the past decade, an effort was made to develop efficient catalytic systems by using cheap transition metals, such as copper or nickel catalysts and with adequate ligands. Recently, the Sonogashira-Hagihara reaction was developed on iron-catalyed because iron is the cheapest transition metal, non-toxic, and environmentally benign. However, such reactions still use organic solvents as reaction medium. Here we report a green process using FeCl3.6H2O as a catalyst in the cleanest solvent, water, for Sonogashira-Hagihara reaction. We introduced a water-soluble cationic 2,2´-bipyridyl ligand to bring the catalyst into aqueous phase enabled the reaction of aryl iodies with terminal alkynes and 1-aryl-3-methyl-1-butyn-3-ol to form diaryl alkynes in water under air in good to excellent yields. Specially, terminal alkynes can be generated in situ from 1-aryl-3-methyl-1-butyn -3-ol. This procedure reduced the wastage of organic solvents for the isolation of terminal alkynes.
Evans, Jordan. "Zirconium and Palladium Catalyzed Telescopic Synthesis of (E)-alkenes." Thesis, 2014. http://hdl.handle.net/1807/44017.
Chou, Chun-Chin, and 周俊欽. "Borylation and Suzuki Reaction Catalyzed by NS-MCM-41-Pd and its One-Pot Application." Thesis, 2007. http://ndltd.ncl.edu.tw/handle/9gqx7d.
國立臺北科技大學
有機高分子研究所
95
ABSTRACT Title:Borylation and Suzuki coupling catalyzed by NS-MCM-41-Pd and its One-pot application Pages:89 School:National Taipei University of Technology Department:Institute of Organic and Polymeric Materials Time:July, 2007 Degree:Master Researcher:Chun-Chin Chou Advisor:Fu-Yu Tsai Keywords:suzuki coupling, mesoporous material, palladium complex The use of transition metal as a catalyst plays an important role in organic synthesis in modern industry. Generally, homogeneous catalysts could get better yields under mild conditions, but difficult to be separated from the reaction mixtures after reaction finishing and the residue of the catalyst may destroy the purity and characteristics of the products. On the other hand, heterogeneous catalysts could be easily recovered by simple separation after reaction done and reuse for the next reaction. Herein, we utilized nanosized mesoporous silica materials, NS-MCM-41 (nano-sized MCM-41), as an inorganic solid support and grafting the bipyridyl palladium complex onto the wall to be a heterogeneous catalyst. The physical properties of this material is steady and the worm-hole like structure of the channels enables reactants, salts and products could easily through-out the channels without blockade. Since there is large surface area (around 588 m2/g) inside the channels and the surface has a plenty of silanol group, we can modify complex include catalyst onto NS-MCM-41 by physic adsorption or chemical bonding. This thesis reports that the employment of NS-MCM-41-Pd in the formation of arylboronates and then these products are used as reactants for Suzuki coupling for its one-pot application. The content is composed of two parts: in the first part, we use NS-MCM-41-Pd as a catalyst that is applied on the borylation of aryl halides and pinacolborane; and in the second part, NS-MCM-41-Pd system is employed for Suzuki coupling of aryl halides and arylboronates. Finally, we directly try to proceed one-pot borylation/Suzuki coupling (BSC) reaction. The detail of the activities, recycled properties and leach out studies of NS-MCM-41-Pd for these reactions are discussed in this thesis.
Viduedo, Nuno André dos Santos. "Sustainable and Efficient Manganese-Catalyzed Imine Formation: a Step Further to One-Pot Bimetallic Synthesis of N-Heterocycles." Master's thesis, 2021. http://hdl.handle.net/10362/125915.
Há muito tempo que os compostos derivados de iminas são descritos como moléculas excecionalmente úteis em química orgânica, sendo maioritariamente reconhecidos como intermediários fundamentais na síntese de heterociclos de azoto, como indoles e azaindoles. De facto, estas estruturas N-heterocíclicas, semelhantes entre si, estão amplamente presentes em compostos biologicamente ativos, sendo por isso considerados núcleos privilegiados em química medicinal. Desta forma, existe um grande interesse por parte da comunidade científica no desenvolvimento de novas metodologias sintéticas para a eficiente obtenção tanto de iminas, como das respetivas estruturas heterocíclicas. Recentemente, a síntese de iminas tem sido explorada através do acoplamento desidrogenativo sem-aceitador entre aminas aromáticas e álcoois primários, por processos catalisados por manganês. Nesta tese, foram testados vários complexos tricarbonílicos de manganês(I), livres de fosfina, contendo diferentes ligandos bidentados, com o propósito de estabelecer quais os mais eficientes para este tipo de reações, em sistemas envolvendo anilinas ou aminopiridinas. Neste contexto, complexos de manganês contendo ligandos baseados no núcleo de di-triazole revelaram ser os mais adequados. Além disso, foram também otimizadas as condições reacionais de forma a maximizar a formação de imina. Interessantemente, concluiu-se que as reações de acoplamento desidrogenativo sem-aceitador eram eficientemente catalisadas usando 3 mol% de catalisador de manganês, na presença de terc-butóxido de potássio e peneiras moleculares, tendo-se alcançado rendimentos elevados (até 99%) de uma elevada variedade de iminas (mais de 25), a partir de derivados de anilinas e aminopiridinas. De seguida, a síntese de iminas a partir de aminas aromáticas e álcoois secundários, mediada por catalisadores de manganês, foi investigada, enquanto nos aproximávamos da criação de vias sintéticas para a preparação de N-heterociclos. As condições reacionais foram otimizadas separadamente para a oxidação do álcool secundário e formação da cetimina, obtendo-se os produtos desejados com 91% e 95% de rendimento, respetivamente. Por fim, foi estabelecida a via bimetálica, envolvendo catálise de manganês e paládio, para a obtenção de indoles e azaindoles, a partir de materiais de partida simples e comercialmente disponíveis, como aminas aromáticas e álcoois. Este procedimento one-pot, envolvendo 3 passos reacionais, permitiu a obtenção da estrutura de indole com um rendimento promissor de 30%. Por outro lado, embora apenas tenham sido encontradas quantidades vestigiais de azaindoles, os estudos realizados levaram a descobertas interessantes que poderão revelar-se muito úteis num futuro próximo.
Che-WeiLee and 李哲維. "Palladium-Catalyzed Indenoannulation of Haloarenes with Diarylethynes: One-pot Synthesis, Structural Analysis and Properties of Fluorene Derivatives." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/gmgcac.
Jiang, Jia-Heng, and 蔣佳恆. "A TfOH Catalyzed One-pot Synthesis of Aryl-Substituted Benzoquinones and Quinones via C-C Bond Formation." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/13452699380160562759.
高雄醫學大學
醫藥暨應用化學系碩士班
103
。Substituted naphthoquinone and benzoquinone derivatives exist widely in nature and exhibit various important biological activities including antibiotic, antitumor, antidiabetic and inhibition of HIV-1 reverse transcriptase. Among these, the aryl substituted derivatives are of particular interest due to their presence in many natural products, such as belmacandaquinones and building blocks for many pharmaceuticals, natural products and dyes. By considering the importance of these aryl substituted benzoquinones and quinones, an acid catalyzed sequential one-pot approach was developed. This synthetic approach consists of oxidation of napthols/phenols to napthoquinone/benzoquinones followed by TfOH catalyzed arylation with electron rich arenes via C-C bond formation.
HUNG, YING-CHI, and 洪英棋. "One-pot Reaction for the Synthesis of Flavones via Oxidation of Flavanones and Selective Suzuki-Miyaura Reaction to 3- and 4-Bromocoumarins Catalyzed by Water-soluble Palladium Catalyst." Thesis, 2019. http://ndltd.ncl.edu.tw/handle/hews7c.
國立臺北科技大學
分子科學與工程系有機高分子碩士班
107
The dissertation comprises two subjects. In the first subject, we designed a Pd(OAc)2/cationic 2,2’-bipyridyl-catalytic system to catalyzed conjugate addition of chromones and arylboronic acids forming flavanone derivatives as the first step of one-pot reaction, in second step adding iodine which undergoes oxidation of flavanone to obtain flavone product. Then the foregoing flavone derivatives proceeded with demethylation to acquire flavone nature products and medical potential flavone derivatives. In the second subject, our research was aimed to exploit water-soluble palladium catalyst to conduct selective Suzuki-Miyaura reaction of 3- and 4-bromocoumarins and arylboronic acids in water through different temperatures and bases. Next we carried out asymmetric Suzuki-Miyaura reaction to 3.4-dibromocoumarin by one-pot reaction in water and thereby gaining various coumarin derivatives.
Cai, Deng-Jhou, and 蔡登洲. "Cobalt-Catalyzed Reductive Alkylation of Heteroaryl Bromides: One-Pot New Access to Alkyl-Thiophenes, -Furans, -Selenophenes, and -Pyrroles." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/15577425125056375498.
國立中央大學
化學工程與材料工程學系
103
A practical and convenient Co-catalyzed alkylation method targeting on the facile introduction of various alkyl chains into organic-electronically significant heteroaryls including thiophenes, furans, selenophenes, and pyrroles is reported. Under well-optimized reaction conditions, a wide range of alkylated heteroaryls are efficiently prepared in moderate to good isolated yields. Notably, 2- or 3-alkylthiophenes, as playing a decisive role in polymer chemistry and organic materials, are step-economically synthesized for the first time by present reductive-coupling methodology using inexpensive cobalt salts as catalyst. This straightforward synthetic method avoids the preparation of moisture-unstable organometallic reagents (RMgX or RZnX) and the use of precious catalysts ([Pd] or [Ni]) required in conventional alkylation protocols.
Wang, Yi-Fu, та 王義富. "Three-component Reaction : Efficient and Facile Method for the One-pot Synthesis ofα-Aminophosphonates using new Catalyst under Solvent-free Condition". Thesis, 2006. http://ndltd.ncl.edu.tw/handle/84580174679716917946.
國立臺灣師範大學
化學系
94
α-Amino phosphonates can be synthesized by using carbonyl compounds (aldehyde or ketone)、aniline ,and triethylphosphite in the presence of the proper catalysts(Iodine,Trichloro-1,3,5-Triazine,Ceric Ammonium Nitrate,or Iron Chloride) under solvent-free condition at room temperature. The methodology can afford high yields of products and short reaction time compared to tranditional methods.
Hsiao, Huan-Chang, and 蕭煥璋. "Palladium-catalyzed dual fold C-H bond activation of N-acetyl-2-aminobiaryl with in situ diyne in one pot." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/4s52ap.
Zhan, Fu-Yu, and 詹馥瑜. "I. Synthesis and Application of Chiral Catalysts for Nazarov reactionII. One-pot synthesis of quinolinone derivative via the Ugi/ ACM/ Nazarov." Thesis, 2016. http://ndltd.ncl.edu.tw/handle/jwufwr.
國立東華大學
化學系
104
The first part is the synthesis of Pyridine Bis (oxazoline) (Py-Box) and Schiff-base using (+) - camphor amino-alcohol towards the catalytic approach for Asymmetric Nazarov reaction The second part is a novel one-pot 4- component Ugi reaction and the Alkyne-Carbonyl-metathesis (ACM) results in Quinoline derivative followed by Nazarov reaction
Huang, Hsin‐Yi, and 黃馨誼. "(1) Sequential Yb(OTf)3 Catalyzed One-Pot Three-Component Thia-Michael Addition(2) p-Toluenesulfonic Acid Catalyzed N-Formylation of N-Formylimide with Amine in Water." Thesis, 2018. http://ndltd.ncl.edu.tw/handle/5q3k22.
國立中興大學
化學系所
106
In the first part of this thesis, we report the three-component one-pot reaction of thia-Michael additions by using Yb(OTf)3. Compared with traditional work, thia-Michael addition comes from commercially available thiols and α,β-unsaturated compounds in alkaline condition, however, the starting material of thiols have some disadvantages, including smelly odor and easily oxidized to disulfide bond. In order to improve this situation, the reactions conducted under organic halides conditions have been reported. Herein, we report a new synthetic method that produces carbon-sulfur bonds from thiolate salt, organic halides and α,β-unsaturated compounds in mild condition. The three-component one-pot reaction of thia-Michael additions are using potassium thioacetate as the thiol source for nucleophilic substitution reaction, followed by Yb(OTf)3-catalyzed sequential S-deacetylation and thia-Michael addition. This entire route of the Yb(OTf)3 catalyzed multicomponent reactions are operational simplicity, good yield of products and use of relatively low or nontoxic reagents. The second part of the thesis, we have developed a new synthetic method for N-formylation of amines in water. Compared with the literature, we performed this reaction under metal- and gas-free conditions and prevented using high equivalent reagents from making the large scale of chemical wastes. The strategy was focused on N-formylation of amines with N-formylimides, which was prepared from amidines under p-toluenesulfonic acid catalyzed conditions. Furthermore, the N-formylation of N-formylimide has a good chemoseletivity on amino functional group. Additionally, the starting material of benzamide can be recovered after the entire reactions. Therefore, this synthetic method for N-formylation in water by using N-formylimide as an N-formylating reagent was an environmentally friendly approach.
Wu, Jia-Yu, and 吳家宇. "Copper(I)-Catalyzed One-Pot Three-Component Reaction Providing a New Access to Thioimidates and Developed a New Way to Synthesize 3,4-Dihydroquinazolines." Thesis, 2019. http://ndltd.ncl.edu.tw/handle/zr28yk.
國立中興大學
化學系所
107
A copper(I)-mediated denitrogenative reaction has been successfully developed for the preparation of many important organic molecules. In this study, the synthesis of thioimidates has developed via the copper(I)-catalyzed three-component reaction. The reaction of sulfonyl azide, terminal alkynes, and thiols were catalyzed by copper(I) iodide in dichloromethane at room temperature, including optimized base selection of 4-dimethylaminopyridine (DMAP), afforded substituted thioimidates. Moreover, various thiols were simply prepared from substituted thioacetates, which were deprotected by Dy(OTf)3 catalyst under methanol system, followed used to the next step without purification. Additionally, facile transformation of thioimidates to imidates and amidines were also successful. Finally, the thioimidates was transferred to 3,4-dihydroquinazolines by using p-toluenesulfonic acid monohydrate (PTSA) at room temperature. And the 3,4-dihydroquinazolines can be oxidized to quinazolines under proper oxidants. In future, we want to use N-tosylthioimidates as important intermediates to synthesize various important organic molecules.
Ye, Tzuen-Yang, and 葉尊揚. "Copper-Catalysed Aerobic Oxidative Carbocyclization- Ketonization, One-Pot Synthesis of Imidazo[1,2-a]benzimidazole and 1H-pyrrol-1-yl-1H-benzo[d]imidazole-5-carboxylate." Thesis, 2016. http://ndltd.ncl.edu.tw/handle/73013471742307853416.
國立交通大學
應用化學系碩博士班
104
This thesis is divided into three parts, the first part is copper-catalysed aerobic oxidative carbocyclization- ketonization, one-pot synthesis of imidazo[1,2-a]benzimidazole, the second part is a single copper-catalysed aerobic oxidative carbocyclization- ketonization, one-pot synthesis of 1H-pyrrol-1-yl-1H-benzo [d] imidazole-5-carboxylates, the third part is a synthetic Rosoxacin. Part 1: Two copper metal-catalyzed alkyne-terminal addition to the imine derived from 2-aminobenzimidazole with an aromatic aldehyde formed in an oxygen system and accompanied by intramolecular cyclization synthesis benzoimidazo [1,2-a] imidazolones, on this product carbonyl newly formed from oxygen, our laboratory successfully developed a highly efficient synthesis benzoimidazo [1,2-a] imidazolones method, this method is by 2-aminobenzimidazole, aromatic aldehyde and terminal acetylene in one-pot of there oxygen conditions of the novel oxidation 5-exo-dig cyclization - ketonization, the results of this section have been published in Chem Comm 2016, 52, 6621-6624. Part 2: Obtained in the first part of the study of the side-products of the pyrrole ring, and further study of how the formation of this side-product, and make it the main product formed propargylamine single copper metal-catalyzed alkyne-terminal addition to the imine to oxygen conditions under propargylamine again with a terminal alkyne to form intermediate 44, along with the final intramolecular cyclization, synthesizing 1H-pyrrol-1-yl-1H-benzo [d] imidazole-5-carboxylates, and the newly formed on this product carbonyl from oxygen, this results in the synthesis of 1H-pyrrol-1-yl-1H-benzo [d] imidazole-5-carboxylates provides novel synthetic methods. Part 3: In the computer-aided simulation, old drugs Rosoxacin in IRAK4 (interleukin-1 receptor-associated kinase 4) has a good biological activity, IRAK4 is a protein kinase, so we have to 3-pyridin-4-ylaniline and ethoxy malonate (ethoxymethylenemalonate ester) in polyphosphate rings, then alkaline hydrolysis to give the product Rosoxacin.
Chiu, Feng-Yu, and 邱夆昱. "(I) Synthesis of benzimidazole linked indoline derivative by acid catalyst(II) One-pot synthesis of derivative of ellipticine which has the activity against Mycobacterium tuberculosis." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/3snnw5.
國立交通大學
應用化學系碩博士班
105
This thesis has two parts: The first part is about synthesis of benzimidazole linked indoline derivatives from C-2-linked-o-aminobenzyl benzimidazole by acid catalyst. This method can apply to various funtional groups. There is no published paper refer to benzimidazole linked indoline derivatives, so we hope these heterobicyclic molecules can show more bioactivity and also hope this thesis can open a new page for research of drugs. The second part is about One-pot synthesis of derivative of ellipticine which has the activity against Mycobacterium tuberculosis. We hope we can improve its activity of anti-TB by changing different funtional groups to study the structure–activity relationship.
Lee, Tai-Hua, and 李岱樺. "Palladium-catalyzed oxidative insertion of carbon monoxide to N-sulfonyl-2-aminobiaryls and 2-phenylphenols through C−H bond activation: access to bioactive phenanthridinone and benzopyranone derivatives in one pot." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/88753078776312877784.
國立交通大學
應用化學系碩博士班
101
In this thesis, we investigated palladium-catalyzed oxidative carbonylation of N-sulfonyl-2-aminobiaryls through C–H bond activation and C–C, C–N bond formation under milder conditions to synthesize bioactive phenanthridinone derivatives in one pot, and we also applied the method of palladium-catalyzed oxidative carbonylation to 2-aryphenols via one O–H and C–H bond cleavage and one new C–C and C–O bond formation under similar conditions. Both reactions tolerated a variety of substrates and provided biologically important phenanthridinone and benzopyranone derivatives with moderate to excellent yields. In this study, we also optimized the reaction conditions and discussed the reactivity of different functional groups as starting materials. NMR, IR, MS and X-ray diffraction techniques were used to characterize these carbonylation derivatives.
Hsu, Che-Hao, and 許哲豪. "Synthesis of Benzol Pyran Fused Carbazole Derivatives through Pictet-Spengler Reaction and Synthesis of the 4-Benzylidene-3,6-di-phenylhex-2-en-5-ynal Deriva- tives via One-Pot Palladium Catalysed Sonogashira and Hydroalkynylation Cascade Reactions." Thesis, 2014. http://ndltd.ncl.edu.tw/handle/99080233803268094885.
國立臺灣師範大學
化學系
102
This thesis consists two parts. In which the first part of thesis describes the preparation of benzopyran fused carbazole derivatives from (2R,3R,4S)-4-(1H-indol-3-yl)-2-phenylchroman-3-amine through Pictet-Spengler reaction. A wide variety of benzopyran fused carbazole derivatives were synthesized in this process in good to moderate yields. The second part deals with the Pd catalyzed one pot Sonogashira and hydroalkynylation cascade reactions to the synthesis of the 4-benzylidene-3,6-diphenylhex-2-en-5-ynal derivatives. This is an unprecedented result where the addition of two alkyne units to the parent 3-bromo-3-phenylacrylaldehyde to obtain substituted hex-2-en-5-ynal derivatives in good yields. High functional group tolerance, simple and mild reaction conditions are important features in this reaction. Keyword Part I: Pictet-Spengler reaction Benzopyran fused carbazole Pyrido indole Chroman amine Piperidine Part II: Pd catalyzed Sonogashira and hydroalkynylation cascade reactions Indenone Pyridine Indole Carbazole
Ahmad, Rasheed [Verfasser]. "Synthesis of functionalized triarylmethanes based on cyclocondensations of 1,3-Bis(silyloxy)-1,3-butadienes, one-pot synthesis of functionalized pyranones and synthesis of functionalized indoles and pyrroles based on Pd(0)-catalyzed reactions / vorgelegt von Rasheed Ahmad." 2009. http://d-nb.info/997079835/34.