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Статті в журналах з теми "Rh(III)-Catalyzed C-H Activation"

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Yang, Xifa, He Wang, Xukai Zhou, and Xingwei Li. "Iridium- and rhodium-catalyzed C–H activation and formyl arylation of benzaldehydes under chelation-assistance." Organic & Biomolecular Chemistry 14, no. 23 (2016): 5233–37. http://dx.doi.org/10.1039/c6ob00825a.

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Mild and efficient synthesis of benzophenones via Ir(iii)- and Rh(iii)-catalyzed, directing group-assisted formyl C–H arylation of benzaldehydes has been achieved using diaryliodonium salts, in which Rh(iii) and Ir(iii) catalysts exhibited a complementary substrate scope.
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Luo, Haiqing, Qi Xie, Kai Sun, Jianbo Deng, Lin Xu, Kejun Wang, and Xuzhong Luo. "Rh(iii)-catalyzed C-7 arylation of indolines with arylsilanes via C–H activation." RSC Advances 9, no. 32 (2019): 18191–95. http://dx.doi.org/10.1039/c9ra04142g.

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Hu, Hong, Bin-Shi Li, Jing-Lei Xu, Wei Sun, Yong Wang, and Meng Sun. "Rh(iii)-Catalyzed spiroannulation of ketimines with cyclopropenones via sequential C–H/C–C bond activation." Chemical Communications 58, no. 30 (2022): 4743–46. http://dx.doi.org/10.1039/d2cc00421f.

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Wang, Qiang, Fang Xie, and Xingwei Li. "Rh(III)-Catalyzed Trifluoromethylthiolation of Indoles via C–H Activation." Journal of Organic Chemistry 80, no. 16 (August 10, 2015): 8361–66. http://dx.doi.org/10.1021/acs.joc.5b00940.

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Yang, Wei, Jingyi Wang, He Wang, Lei Li, Yuekai Guan, Xianxiu Xu, and Dayu Yu. "Rhodium(iii)-catalyzed three-component cascade synthesis of 6H-benzo[c]chromenes through C–H activation." Organic & Biomolecular Chemistry 16, no. 38 (2018): 6865–69. http://dx.doi.org/10.1039/c8ob01938j.

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Wang, Liang, Wenting Wu, Qun Chen, and Mingyang He. "Rhodium-catalyzed olefination of aryl tetrazoles via direct C–H bond activation." Org. Biomol. Chem. 12, no. 40 (2014): 7923–26. http://dx.doi.org/10.1039/c4ob01440e.

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Xie, Peipei, Wei Guo, Dimei Chen, and Yuanzhi Xia. "Multiple pathways for C–H cleavage in cationic Cp*Rh(iii)-catalyzed C–H activation without carboxylate assistance: a computational study." Catalysis Science & Technology 8, no. 16 (2018): 4005–9. http://dx.doi.org/10.1039/c8cy00870a.

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Gao, Qian-Ci, Yi-Fei Li, Jun Xuan, and Xiao-Qiang Hu. "Practical synthesis of isocoumarins via Rh(III)-catalyzed C–H activation/annulation cascade." Beilstein Journal of Organic Chemistry 19 (January 30, 2023): 100–106. http://dx.doi.org/10.3762/bjoc.19.10.

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Herein, we report an unprecedented Rh(III)-catalyzed C–H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a cascade C–H activation, Rh-carbenoid migratory insertion and acid-promoted intramolecular annulation. The success of gram-scale reaction and diverse functionalization of isocoumarins demonstrated the synthetic utility of this protocol.
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Cui, Yixin, Dachang Bai, Bingxian Liu, Junbiao Chang, and Xingwei Li. "Rh(iii)-Catalyzed acylation of heteroarenes with cyclobutenones via C–H/C–C bond activation." Chemical Communications 56, no. 100 (2020): 15631–34. http://dx.doi.org/10.1039/d0cc05965j.

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Vivek Kumar, Sundaravel, Sundaram Ellairaja, Vanaparthi Satheesh, Vairathevar Sivasamy Vasantha, and Tharmalingam Punniyamurthy. "Rh-Catalyzed regioselective C–H activation and C–C bond formation: synthesis and photophysical studies of indazolo[2,3-a]quinolines." Organic Chemistry Frontiers 5, no. 18 (2018): 2630–35. http://dx.doi.org/10.1039/c8qo00557e.

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Дисертації з теми "Rh(III)-Catalyzed C-H Activation"

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Peneau, Augustin. "Vers la synthèse totale du 13-desméthyle spirolide C. Synthèse d’hétérocycles par activation C–H catalysée au Rh(III)." Thesis, Université Paris-Saclay (ComUE), 2018. http://www.theses.fr/2018SACLS410/document.

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Анотація:
Certaines phycotoxines marines de la famille des spiroimines, comme la gymnodimine et les spirolides sont produites par des dinoflagellés et se concentrent dans les mollusques filtreurs. Puis, par transport vectoriel, elles peuvent atteindre les animaux marins et les êtres humains. Des études biologiques ont montré que ces toxines sont de puissants antagonistes des récepteurs nicotiniques de l’acétylcholine (nAChRs) et qu’elles présentent une spécificité modérée pour des sous-types de récepteurs. Au laboratoire, nous nous intéressons à la synthèse totale du 13-desméthyle spirolide C, dans le but de produire une plus grande quantité de cette molécule (que par extraction) afin d'étudier plus en détail son activité biologique. Afin d’atteindre ce but, deux stratégies seront présentées. La première faisant intervenir une réaction-clef de décarboxylation allylante asymétrique, permettant la formation stéréosélective d’un centre quaternaire. La seconde approche utilise une réaction de Diels-Alder intermoléculaire pour construire le même motif. Au cours de ces dernières années, les récents développements dans le domaine des couplages organométalliques ont permis de s’affranchir de la préfonctionnalisation d’une liaison C_H avant sa transformation en liaison C_C ou C_hétéroatome, par l’utilisation de catalyseurs à base de métaux de transition. Afin de pallier ce problème, une approche généralement employée, consiste à utiliser la proximité spatiale d’un hétéroatome chélatant (N, O, etc.), appelé groupement directeur (GD), qui permet de diriger la réaction vers une liaison C_H spécifique. Nous avons étudié l’application d’une réaction de type Heck dans la synthèse de squelettes de molécules biologiquement actives. Dans un second chapitre de ce manuscrit seront détaillés les récents avancements dans la synthèse d’hétérocycles par activation C_H, catalysée au rhodium (III). Ainsi, la synthèse de spirocycles carbonés, de spiropipéridines et d’azépinones seront présentés, accompagnées des considérations mécanistiques de ces réactions
Some marine shellfish toxins in the spiroimine family like gymnodimine and spirolides are produced by dinoflagellates and can be transferred and concentrated in seafood then by vectorial transport they can reach marine animals and humans. Biological studies have shown that these toxins are potent antagonists of the nicotinic acetylcholine receptors (nAChRs) and have a moderate selectivity for subtypes receptor. In the laboratory, we are interested in the total synthesis of gymnodimine and 13-desmethyl spirolide C in order to produce a larger quantity of these molecules (compared to isolation from dinoflagellates) to further investigate their biological activities. In this regard, we developed two complementary approaches to access the spiroimine pattern of these molecules. The first one is based on a decarboxylative asymmetric allylic alkylation reaction. The second uses an intermolecular Diels-Alder reaction.With the need of more sophisticated scaffolds for medicinal chemistry or total synthesis, the development of appropriate ortho-directed C_H activation reactions have proven recently to be crucial. Herein, we propose two simple and efficient intramolecular cyclisation reactions, involving a methoxy-amide directing group and a Rh(III)-catalysis. Synthesis of spiropiperidines and azepinones are presented
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Wang, Hui. "Cobalt(III)- and Manganese(I)-Catalyzed C-H and C-C Activations." Doctoral thesis, Niedersächsische Staats- und Universitätsbibliothek Göttingen, 2019. http://hdl.handle.net/11858/00-1735-0000-002E-E5EF-5.

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Azambuja, Francisco de 1986. "Ativações C-H catalisadas por Pd(II) e Rh(III) : estudos metodológicos e do mecanismo para a síntese de diariletanos e congêneres e avaliações da sua atividade biológica." [s.n.], 2015. http://repositorio.unicamp.br/jspui/handle/REPOSIP/249877.

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Анотація:
Orientador: Carlos Roque Duarte Correia
Tese (doutorado) - Universidade Estadual de Campinas, Instituto de Química
Made available in DSpace on 2018-08-27T10:03:33Z (GMT). No. of bitstreams: 1 Azambuja_Franciscode_D.pdf: 29528823 bytes, checksum: e651bbfc392063bea6be92abe74dbcba (MD5) Previous issue date: 2015
Resumo: Neste trabalho, ativações C-H catalisadas por Pd(II) e Rh(III) foram exploradas para a obtenção de moléculas com potencial atividade biológica, em especial 1,1- e 1,2-diariletanos. Para o paládio, foi investigada a hidroarilação de alcinos de Fujiwara como um método rápido, brando e direto para a obtenção de ?-aril-?-heteroaril acrilatos. Inicialmente, o mecanismo desta reação foi estudada através de estudos de espectrometria de massas e ressonância magnética nuclear para elucidar a atuação do catalisador e os fatores envolvidos na estereosseletividade. Após este estudo, as condições reacionais foram reavaliadas para preparação de ?-aril-?-heteroaril acrilatos em bons rendimentos e seletividades. O paládio também foi usado como catalisador de arilações de Heck-Matsuda empregadas como etapa-chave na síntese de anidridos maleicos diarilados, a partir dos quais novos análogos de combretastatina A4 foram preparados. Estes novos análogos e os adutos da hidroarilação de alcinos de Fujiwara foram submetidos a testes de atividade antiproliferativa em células tumorais humanas. De maneira geral, os produtos de Fujiwara apresentaram melhores perfis de atividades, em especial para linhagens de células de rim e ovário, enquanto que os derivados de anidrido maleico diarilado mostraram-se muito pouco ativos para todas as linhagens. Esta ausência de atividade foi atribuída a interações estéreas desfavoráveis detectadas em estudos preliminares de docagem. Por último, ativações C-H catalisadas por 1,2,3,4,5-pentametilciclopentadienilródio(III) ([Cp*Rh(III)]) foram estudadas em dois projetos diferentes, um envolvendo 1,3-diinos e outro com ?-halo/pseudohalocetonas como parceiros de acoplamento, para a obtenção de diversos bis-heterociclos adjacentes e N-heterociclos monossubstituídos, respectivamente, com ênfase à preparação de núcleos isoquinolona
Abstract: New Pd(II) and Rh(III) catalysed C-H activations methods were developed to the obtaining of potential biologically active molecules, particularly 1,1- e 1,2-diarylethanes. With palladium, the Fujiwara¿s hydroarylation of alkynes was investigated as a fast, mild and direct method to the synthesis of ?-aryl-?-heteroaryl acrylates. Initially, the mechanism of this reaction was studied using nuclear magnetic resonance and mass spectrometry to elucidate the catalyst role and the key factors controlling the stereoselectivity. After, the reaction conditions were optimized in order to prepare the ?-aryl-?-heteroaryl acrylates in good yields and selectivities. The palladium was also applied as catalyst to the Heck-Matsuda arylations employed as the key step to the synthesis of non-symmetric diaryl maleic anhydrides. From such compounds new combretastatin A4 analogs were produced. These new compounds and the Fujiwara adducts were tested against several human tumor cells. The results were much better to the Fujiwara products, especially to kidney and ovary tumor cell lines. In contrast, the diaryl maleic anhydrides derivatives showed very low activity for all kinds of cells tested. This absence of activity was attributed to unfavorable steric interactions detected in preliminary docking studies. Last, the C-H activations catalysed by 1,2,3,4,5-pentamethylciclopentadienylrhodium(III) ([Cp*Rh(III)]) were explored in two different projects: 1) the C-H activation/1,3-diyne strategy to the synthesis of adjacent bis-heterocycles and 2) ?-halo/pseudohaloketones as oxidized alkyne equivalents to the selectively preparation of monosubstituted N-heterocycles, in particular the isoquinolone core
Doutorado
Quimica Organica
Doutor em Ciências
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Gadakh, S. K. "Enantioselective synthesis of bioactive molecules and development of synthetic methodologies involving formation of quinoline and coumarin derivatives via Rh-catalyzed ortho C-H bond activation of aromatics." Thesis(Ph.D.), CSIR-National Chemical Laboratory, 2015. https://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/5939.

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Анотація:
Enantioselective Synthesis of Bioactive Molecules and Development of Synthetic Methodologies Involving Formation of Quinoline and Coumarin Derivatives via Rh-Catalyzed ortho C-H Bond Activation of Aromatics Research Student: Sunita K. Gadakh AcSIR Roll: 10CC11J26017 Research Guide: Dr. A. Sudalai The thesis entitled “Enantioselective Synthesis of Bioactive Molecules and Development of Synthetic Methodologies Involving Formation of Quinoline and Coumarin Derivatives via Rh-Catalyzed ortho C-H Bond Activation of Aromatics’’ is divided into four chapters. The title of the thesis clearly reflects the objective, which is to synthesize the bioactive molecules and utilizes the Rh catalysis for the development of synthetic methodologies applied to the synthesis of bioactive molecules and their intermediates. Chapter I deals with the synthesis of HIV protease inhibitor amprenavir, saquinavir, nelfinavir and its analogue via Co-catalyzed hydrolytic kinetic resolution (HKR) of racemic anti-azido epoxides with two consecutive stereocentres to generate the corresponding diols and epoxides in high enantiomeric purity (97–99% ee) in a single step. Chapter II describes the synthesis of other important molecules like yashabushidiols A and B and lactone unit of compactin and mevinolin by employing same chiral inducing step (i.e. Co-catalyzed two stereocentred HKR of β–hydroxy epoxide). Also, in this chapter we have presented the enantioselective synthesis of anti-Helicobacter agent (+)-spirolaxine methyl ether using brown allylation and noyori’s asymmetric reduction strategy. Chapter III deals with a simple and efficient synthesis of isocoumarins and alkylidenephthalides from 3-(1-hydroxycarbethoxy/alkyl)phthalides with DEAD/PPh3 and catalytic amount of TBHP system. Its application is demonstrated in the total synthesis of bioactive molecules such as cytogenin and (Z)-3-butylidene-7-hydroxy-5-methoxyphthalide. Chapter IV describes Rh-catalyzed regioselective oxidative cyclization of aromatic anilines with alkyl propiolates for the synthesis of quinoline carboxylates and its application in the synthesis of quinolone antibiotic oxolinic acid. Also, in this chapter, we have utilized same catalytic system for the synthesis of bioactive coumarin derivatives in high yields.
AcSIR
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臼井, 明日香. "ラジカル超原子価ヨウ素(III)試薬を用いた直接的C-H活性化反応の開発". 京都大学 (Kyoto University), 2015. http://hdl.handle.net/2433/199117.

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Bettadapur, Kiran R. "Site-selective C-H Functionalization using Directing Group Strategy via C-H Bond Activation." Thesis, 2017. http://etd.iisc.ac.in/handle/2005/4134.

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Анотація:
The thesis entitled “Site-selective C-H Functionalization using Directing Group Strategy via C-H Bond Activation” is divided into two sections. Section A, is presented in four chapters, comprising the work on the aromatic ortho-C-H addition to maleimide, mechanistic studies with DFT, ortho-C-H oxidative Heck reaction with maleimides, and ortho-C-H addition to maleimide with a deciduous/traceless directing group. Section B describes a formal oxidative [2+2+2] benzannulation of indoles with alkynes via a directing group strategy. Publications: 1. Ru (II)-Catalyzed C–H Activation: Ketone-Directed Novel 1, 4-Addition of Ortho C–H Bond to Maleimides KR Bettadapur, V Lanke, KR Prabhu; Org. Lett., 2015, 17, 4658-4661 2. A Deciduous Directing Group Approach for the Addition of Aryl and Vinyl nucleophiles to Maleimides KR Bettadapur, V Lanke, KR Prabhu; Chem. Comm., 2017, 53, 6251-6254 3. Weak Directing Group Steered Formal [2+2+2]- Oxidative Cycloaddition for Selective Benzannulation of Indoles KR Bettadapur, R Kapanaiah, V Lanke and KR Prabhu; J. Org. Chem., DOI: 10.1021/acs.joc.7b02719
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Sherikar, Mahadev. "Construction of C-C bonds by C-H Activation: Rh(III)-Catalyzed reactions of Arenes and Heteroarenes with Maleimides and Allylic Alcohols." Thesis, 2021. https://etd.iisc.ac.in/handle/2005/5227.

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The thesis presents a few Rh-catalyzed C-H activations for the construction of C-C bonds. The difficulty of substitution or the arylation at the maleimide's double bond under C-H activation conditions prompted a detailed study on the reaction of maleimides with 3-trifluoromethyl ketone of indole. In this study, it was realized that switching the reactions between the Heck-type reaction and hydroarylation can be achieved by using basic or acid additives. A weakly coordinating carboxylate directing group assisted C-H activation with maleimides leading to a novel and switchable decarboxylative Heck-type and [4+1] annulation products catalyzed by Rh(III)-catalyst is investigated. In these reactions, solvents play a vital role in switching the selectivity. An aprotic solvent, THF, leads to the decarboxylative Heck-type product while the protic solvent, TFE, paves [4+1] annulation product. Allyl alcohol is chemically equivalent to α,β-unsaturated ketones, and aldehydes. A weakly coordinating carbonyl-directed coupling of allyl alcohols at the C-4 position of indole derivatives under the C-H activation conditions using an Rh(III)-catalyst has been explored. The product was transformed into a tricyclic derivative, which can serve as a potential precursor for synthesizing a few alkaloid molecules such as ergot, hapalindole alkaloids, and related heterocyclic compounds. A novel strategy, catalyzed by Rh(III), for synthesizing benzazepinone and azepinone derivatives by using allyl alcohol as a coupling partner has been studied. In this reaction, Rh(III) acts as a catalyst and oxidant. Under the reaction conditions, the allyl alcohol is in-situ converted to its carbonyl compound. The alkylated product obtained in the reaction further undergoes oxidative cyclization in the presence of Lewis acidic AgSbF6. The benzolactum obtained is a valuable intermediate to synthesize berberine-like analog dopamine D3 receptor ligand, which is a potential target in the treatment of neurological disorders.
Indian Institute of Science
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Taleb, Sereshki Farzaneh. "Rh-catalyzed asymmetric C-H bond activation by chiral primary amine." 2017. http://hdl.handle.net/1993/32091.

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Анотація:
Developing asymmetric C-H bond activation methods in order to achieve enantiopure products is crucial for the advancement of the field and for the production of novel chiral compounds. Therefore, we tried to develop this area of organic chemistry by presenting metal catalyzed stereoselective C-H bond activation utilizing chelation-assisted tools. The first section of this study involves Rh(I) catalyzed asymmetric C-H bond activation of a series of ketones via an intermolecular procedure. By this method, we examine ortho-alkylation of aromatic ketones and β-functionalization of α-β unsaturated ketones with a series of prochiral olefins. In the second section, we present an efficient three steps method for stereoselective intramolecular C-H bond activation of indol-3-carboxaldehyde with tethered prochiral olefins. The catalytic system in both methods involves a joint chiral primary amine and Rh(I) catalyst. Chiral primary amines can serve to induce enantioselectivity as well as acting as a useful directing group which has shown appropriate coordination to the transition metal catalyst, providing high regioselectivity.
February 2017
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Upadhyay, Nitinkumar Satyadev, and 尼堤. "Rhodium (III)–Catalyzed Aerobic Oxidative C‒H Activation towards N-Heterocycles and relevant Bioactive Molecules." Thesis, 2017. http://ndltd.ncl.edu.tw/handle/w5f7gy.

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Анотація:
博士
國立清華大學
化學系所
105
In recent year transition-metal-catalyzed C‒H activation reaction got considerable attention because of catalytic reaction does not require pre-functionalization also desired product is highly regioselective and utility of reaction can be applicable to synthesis biologically important compounds in one pot operation with high atom-efficacy. In this thesis, aerobic rhodium–catalyzed inter and intra molecular C‒H Bond functionalization reactions are described. For better understanding, I divided this thesis into three chapters. The first chapter describe about rhodium-catalyzed ortho olefination via intramolecular aza-michael addition in water and oxygen as a sole oxidant. In chapter second rhodium catalyzed intramolecular C‒H activation/annulation of aldehydes with alkyne-amines demonstrated in presence of oxygen as an oxidant. The third chapter describe about synthesis of isoquinolones from N-alkyl benzamides and alkynes using Rh(III) catalyst and inexpensive oxygen as the sole oxidant in aqueous medium. Chapter 1 describes a new method for the synthesis of Isoindolium Salts from from 2-arylpyridines and alkenes in aqueous medium under oxygen via Rh(III) catalysis. A reaction mechanism involving an ortho CH olefination of 2-arylpyridine by alkene, intramolecular aza-michael addition, deprotonation at the -carbon of the alkene fragment followed by another michael addition to give the final product is proposed. Chapter 2 deals with the synthesis of indolizidinium, quinolizinium and pyrido[1,2-a]azepinium salts synthesized from benzaldehydes (or ,-unsaturated aldehydes) and alkyne-amines catalyzed by rhodium complex via C–H activation is demonstrated. The present method is successfully applied to the synthesis of natural product, ficuseptine. Chapter 3 illustrates a new approach for highly regioselective synthesis of isoquinolones from N-alkyl benzamides and alkynes using Rh(III) catalyst and inexpensive oxygen as the sole oxidant in aqueous medium, in addition the methodology can be applied to the preparation of biologically active compounds having the isoquinolone core.
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Jayakumar and 賈亞庫馬. "Rhodium(III)-Catalyzed C–H Activation as a Key Step for the Synthesis of N-Heterocycles and Related Natural Products." Thesis, 2014. http://ndltd.ncl.edu.tw/handle/532266.

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Книги з теми "Rh(III)-Catalyzed C-H Activation"

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Lukašēvics, Tomass. Kobalta katalizēta C‒H saites funkcionalizēšana/Cobalt Catalyzed C‒H Bond Functionalization. RTU Press, 2022. http://dx.doi.org/10.7250/9789934227806.

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Анотація:
Over the past few decades, transition metal catalyzed C–H activation has been immensely investigated due to the ability to functionalize relatively unreactive C-H bonds whilst simplifying synthetic schemes and making the synthetic pathway more economical. Nowadays, a great emphasis has been placed on substitution of noble metal catalysts (Pd, Rh, Ru, etc.) with more abundant and cheaper alternatives (Cu, Co, Ni). The aim of the Doctoral Thesis is the development of novel cobalt catalyzed C-H bond functionalization methodology. The Doctoral Thesis is prepared as a collection of publications. The main results of the Thesis were summarized in 4 scientific publications, 3 review articles and 2 book chapters.
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Частини книг з теми "Rh(III)-Catalyzed C-H Activation"

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Wencel-Delord, Joanna, Frederic W. Patureau, and Frank Glorius. "Rh(III)- and Ir(III)-Catalyzed C–C Bond Cross Couplings from C–H Bonds." In C-H Bond Activation and Catalytic Functionalization I, 1–27. Cham: Springer International Publishing, 2015. http://dx.doi.org/10.1007/3418_2015_140.

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Kim, Jeung Gon, Kwangmin Shin, and Sukbok Chang. "Rh(III)- and Ir(III)-Catalyzed Direct C–H Bond Transformations to Carbon–Heteroatom Bonds." In C-H Bond Activation and Catalytic Functionalization I, 29–51. Cham: Springer International Publishing, 2015. http://dx.doi.org/10.1007/3418_2015_123.

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Muralirajan, Krishnamoorthy, and Chien-Hong Cheng. "Rh-Catalyzed Synthesis of Nitrogen-Containing Heterocycles." In Transition Metal-Catalyzed Heterocycle Synthesis via CH Activation, 117–60. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2016. http://dx.doi.org/10.1002/9783527691920.ch5.

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Liu, Bin, Fang Hu, and Bing-Feng Shi. "Rh-Catalyzed Synthesis of Oxygen-Containing Heterocycles." In Transition Metal-Catalyzed Heterocycle Synthesis via CH Activation, 161–86. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2016. http://dx.doi.org/10.1002/9783527691920.ch6.

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Liu, Song, Cheng-Xing Cui, Ruopeng Bai, Chun-Xiang Li, and Yu Lan. "Theoretical Study of Rh-Catalyzed C–C Bond Formation Through C–H Activation." In SpringerBriefs in Molecular Science, 27–95. Singapore: Springer Singapore, 2021. http://dx.doi.org/10.1007/978-981-16-0432-4_3.

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Carr, Kevin J. T., Stuart A. Macgregor, and Claire L. McMullin. "Computational Studies of Heteroatom-Assisted CH Activation at Ru, Rh, Ir, and Pd as a Basis for Heterocycle Synthesis and Derivatization." In Transition Metal-Catalyzed Heterocycle Synthesis via CH Activation, 1–44. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2016. http://dx.doi.org/10.1002/9783527691920.ch1.

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K. Patel, Bhisma, and Amitava Rakshit. "Access to N-Heterocyclic Molecules via Ru(II)-Catalyzed Oxidative Alkyne Annulation Reactions." In Ruthenium - an Element Loved by Researchers [Working Title]. IntechOpen, 2021. http://dx.doi.org/10.5772/intechopen.95987.

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Анотація:
In last few decades, the transition metal-catalyzed C-H bond activation and alkyne annulation reactions have turned out to be effective methods for the construction of highly important heterocycles. In particular, the Ru(II) catalysts have been used for the oxidative coupling between an internal alkynes and readily available nitrogen directed compounds in a rapid and sustainable manner. The Ru(II) catalysts are very much beneficial due to their stability in both air and water, ease of preparation, inexpensive than those of Rh(III) and designer Co(III) catalysts usually used for alkyne annulation reactions, requirement of mild reaction conditions, and compatible with various oxidants. Owing to these advantages of Ru(II) catalysts herein, we attempt to highlight the recent development in C-H activation and annulation reactions, which lead to the formation of several important N-heterocycles.
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"2.6 C—H Functionalization Catalyzed by Low-Valent Cobalt." In Base-Metal Catalysis 2. Stuttgart: Georg Thieme Verlag KG, 2023. http://dx.doi.org/10.1055/sos-sd-239-00042.

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AbstractThis review summarizes representative examples of catalytic C—H functionalization reactions mediated by low-valent cobalt complexes. Catalysts generated by the reduction of cobalt(II) or cobalt(III) precatalysts in the presence of appropriate supporting ligands have been demonstrated to promote a variety of alkylation, alkenylation, and arylation reactions of aromatic C(sp2)—H bonds, often with the assistance of directing groups. Well-defined cobalt(0) and cobalt(–I) complexes have also proved to catalyze some of these reactions. Low-valent cobalt complexes supported by bis(phosphinomethyl)pyridine, terpyridine, and diimine ligands have been identified as viable catalysts for the borylation of C(sp2)—H and C(sp3)—H bonds, where the cobalt catalysts exhibit unique site selectivity compared with well-established iridium catalysts. Other reactions such as 1,4-cobalt migration, hydroacylation, and C—H activation involving cobaltacyclopentene intermediates are also discussed.
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Taber, Douglass. "Enantioselective Construction of Alkylated Stereogenic Centers." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0038.

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The enantioselectivity of alkene reduction usually depends on the geometric purity of the alkene. Bruce H. Lipshutz of the University of California, Santa Barbara used ( Organic Lett. 2007, 9, 4713) carboalumination of the alkyne 1 to prepare 2, which was selectively reduced to 3 in high ee. André B. Charette of the Université de Montréal reported ( Angew. Chem. Int. Ed. 2007, 46, 5955) a related reduction of unsaturated sulfones such as 4. Juan C. Carretero of the Universidad Autónoma de Madrid has developed ( J. Org. Chem. 2007, 72, 9924) a complementary route to enantiomerically-enriched sulfones, by conjugate addition to the unsaturated pyridyl sulfone 6 . Specifically for styrene derivatives, Hans-Günther Schmalz of the University of Cologne has shown (Organic Lett. 2007, 9, 3555) that the product 11 from enantioselective Rh-catalyzed hydroboration can be homologated to 13. Conjugate addition of stabilized carbanions can also be carried out with high enantiocontrol. David A. Evans of Harvard University has described (J. Am. Chem. Soc. 2007, 129, 11583) the Ni-catalyzed addition of malonate 15 to nitroalkenes such as 14. Claudio Palomo of the Universidad de País Vasco (Angew. Chem. Int. Ed. 2007, 46, 8431) and concurrently Yujiro Hayashi of the Tokyo University of Science (Organic Lett. 2007, 9, 5307) have developed organocatalytic protocols for the addition of nitromethane 18 to unsaturated aldehydes such as 17. J. Michael Chong of the University of Waterloo has found (J. Am. Chem. Soc. 2007, 129, 4908) that the Binol-mediated enantioselective conjugate addition of alkenylboronic acids such as 22 required the additional activation of the aryl ketone. Shun-Jun Li of Suzhou University and Teck-Peng Loh of Nanyang Technical University have extended (J. Am. Chem. Soc. 2007, 129, 276) enantioselective conjugate to unsaturated esters such as 24 to more highly substituted Grignard reagents. Alexandre Alexakis of the University of Geneva has demonstrated (Tetrahedron Lett. 2007, 48, 7408) that Ac2O is compatible with Et2 Zn conjugate addition conditions, leading directly to the trapped enolate 27. Selective cleavage of 27 can then be used to prepare acyclic derivatives.
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