Academic literature on the topic 'Alkyl-Aryl couplings'

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Journal articles on the topic "Alkyl-Aryl couplings"

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Bisz, Elwira, and Michal Szostak. "Iron-Catalyzed C(sp2)–C(sp3) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents." Molecules 25, no. 1 (2020): 230. http://dx.doi.org/10.3390/molecules25010230.

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Aryl benzoates are compounds of high importance in organic synthesis. Herein, we report the iron-catalyzed C(sp2)–C(sp3) Kumada cross-coupling of aryl chlorobenzoates with alkyl Grignard reagents. The method is characterized by the use of environmentally benign and sustainable iron salts for cross-coupling in the catalytic system, employing benign urea ligands in the place of reprotoxic NMP (NMP = N-methyl-2-pyrrolidone). It is notable that high selectivity for the cross-coupling is achieved in the presence of hydrolytically-labile and prone to nucleophilic addition phenolic ester C(acyl)–O bo
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Xu, Meng-Yu, and Bin Xiao. "Germatranes and carbagermatranes: (hetero)aryl and alkyl coupling partners in Pd-catalyzed cross-coupling reactions." Chemical Communications 57, no. 89 (2021): 11764–75. http://dx.doi.org/10.1039/d1cc04373k.

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Bernauer, Josef, Guojiao Wu, and Axel Jacobi von Wangelin. "Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings." RSC Advances 9, no. 54 (2019): 31217–23. http://dx.doi.org/10.1039/c9ra07604b.

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An iron-catalysed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)<sub>2</sub> or Fe(acac)<sub>2</sub>, Et<sub>2</sub>O, r.t.) to furnish various alkene and styrene derivatives.
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Crisp, GT, and S. Papadopoulos. "Palladium-Mediated Transformations of Heteroaromatic Triflates." Australian Journal of Chemistry 42, no. 2 (1989): 279. http://dx.doi.org/10.1071/ch9890279.

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Quinolyl triflates and isoquinolyl triflates undergo palladium-catalysed couplings with organostannanes, organoaluminiums and activated alkenes. The range of organic groups which can be transferred to the heteroaromatic substrate includes aryl, vinyl, alkynyl, alkyl and hydride.
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Cauley, Anthony N., Melda Sezen-Edmonds, Eric M. Simmons, and Cullen L. Cavallaro. "Increasing saturation: development of broadly applicable photocatalytic Csp2–Csp3 cross-couplings of alkyl trifluoroborates and (hetero)aryl bromides for array synthesis." Reaction Chemistry & Engineering 6, no. 9 (2021): 1666–76. http://dx.doi.org/10.1039/d1re00192b.

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HTE was used to systematically investigate the reaction of alkyl trifluoroborates and aryl bromides under photocatalytic conditions. General conditions were identified for coupling of activated primary, benzylic and secondary alkyl trifluoroborates.
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Davis, Mia, Mathias O. Senge, and Oliver B. Locos. "Anthracenylporphyrins." Zeitschrift für Naturforschung B 65, no. 12 (2010): 1472–84. http://dx.doi.org/10.1515/znb-2010-1211.

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We report the synthesis and characterization of meso-anthracenylporphyrins with zinc and nickel metal centers. A variety of novel aryl and alkyl meso-substituted anthracenylporphyrins were synthesized via step-wise Suzuki cross-coupling reactions using anthracenyl boronates. This method was compared to standard syntheses based on condensation reactions to yield anthracenylporphyrins of the A2B2- and A3B-type. The work was complemented by the synthesis of a number of the functionalized anthracene derivatives via Suzuki couplings. Selected systems were subjected to single-crystal X-ray analysis
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Parmar, Dixit, Lena Henkel, Josef Dib, and Magnus Rueping. "Iron catalysed cross-couplings of azetidines – application to the formal synthesis of a pharmacologically active molecule." Chemical Communications 51, no. 11 (2015): 2111–13. http://dx.doi.org/10.1039/c4cc09337b.

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A protocol for the cross-coupling of azetidines with aryl, heteroaryl, vinyl and alkyl Grignard reagents has been developed under iron catalysis. In addition, a short formal synthesis of a pharmacologically active molecule was demonstrated.
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Paul, Avishek, Mark D. Smith, and Aaron K. Vannucci. "Photoredox-Assisted Reductive Cross-Coupling: Mechanistic Insight into Catalytic Aryl–Alkyl Cross-Couplings." Journal of Organic Chemistry 82, no. 4 (2017): 1996–2003. http://dx.doi.org/10.1021/acs.joc.6b02830.

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Villanueva-Kasis, Oscar, Denisse A. de Loera, Sandra L. Castañón-Alonso та ін. "Efficient Synthesis of New α-β-Unsaturated Alkyl-Ester Peptide-Linked Chiral Amines". Proceedings 9, № 1 (2018): 34. http://dx.doi.org/10.3390/ecsoc-22-05769.

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Four new α-β-unsaturated alkyl-ester chiral amines were synthesized in excellent yields (77–95%) via peptide couplings from their corresponding α-β-unsaturated alkyl-ester anilines and N-Boc protected chiral aminoacids. To our delight, these polyfunctionalized compounds are being used as starting reagents in Ugi-type three-component reactions (Ugi-3CR) together with alkyl- and aryl-aldehydes and a chain-ring tautomerizable amino acid-containing isocyanide to synthesize novel oxazole-based macrocycle precursors. Thus, the aim of this communication is to show our most recent results of the synth
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Sedláček, Ondřej, Petra Břehová, Radek Pohl, Antonín Holý, and Zlatko Janeba. "The synthesis of the 8-C-substituted 2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine (PMEDAP) derivatives by diverse cross-coupling reactions." Canadian Journal of Chemistry 89, no. 4 (2011): 488–98. http://dx.doi.org/10.1139/v11-001.

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Diisopropyl 8-bromo-2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine was used as a starting material for the synthesis of the 8-C-substituted 2,6-diamino-9-[2-(phosphonomethoxy)ethyl]purine (PMEDAP) analogues. A systematic screening of diverse cross-coupling reactions was carried out. Stille, Suzuki–Miyaura, Negishi, and Sonogashira cross-couplings, as well as Pd-catalysed reactions with trialkylaluminiums, were employed for the introduction of various alkyl, alkenyl, alkynyl, aryl, and hetaryl substituents to the C-8 position of the 2,6-diaminopurine moiety. In contrast to the potent parent co
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Dissertations / Theses on the topic "Alkyl-Aryl couplings"

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Chen, Donghuang. "Well-defined iron(II) catalysts for alkyl-aryl and alkyl-alkyl Suzuki-Miyaura and Kumada cross-couplings." Electronic Thesis or Diss., université Paris-Saclay, 2024. http://www.theses.fr/2024UPASF081.

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Ce travail de thèse vise à réaliser la formation de liaisons C(sp³)-C(sp²) et C(sp³)-C(sp³) par couplages croisés de Suzuki-Miyaura (S-M) et de Kumada à l'aide de catalyseurs de fer, nouvellement développés, et en mettant l'accent sur l'étude du potentiel applicative de ces catalyseurs en synthèse. Ce travail se concentre aussi sur la mise au point d'une méthode efficace et sélective de 1,2-dicarbofonctionnalisation d'alcènes promue par ces catalyseurs. Le chapitre 1 présente les premières découvertes des couplages croisés médiés par le fer et le développement de catalyseurs de fer pour les co
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Vuoti, S. (Sauli). "Syntheses and catalytic properties of palladium (II) complexes of various new aryl and aryl alkyl phosphane ligands." Doctoral thesis, University of Oulu, 2007. http://urn.fi/urn:isbn:9789514286483.

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Abstract Thirty three aryl and aryl alkyl phosphane ligands were prepared and characterized for catalytic purposes. The aryl groups in both types of ligands were modified with alkyl substituents (methyl, ethyl, isopropyl, cyclohexyl, phenyl) or hetero substituents (methoxy, N,N-dimethylaniline, thiomethyl). The alkyl groups directly attached to the phosphorous atom were ethyl, isopropyl or cyclohexyl. Mono- and in some cases also dinuclear palladium (II) complexes of the ligands were prepared and characterized. The syntheses of the palladium complexes are solvent-dependent and afford either mo
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Zhou, Edouard. "Nouveaux systèmes catalytiques appliqués aux formations de liaisons C—C par couplage croisé catalysé par des sels de fer : applications, mécanismes." Thesis, Paris Sciences et Lettres (ComUE), 2018. http://www.theses.fr/2018PSLEC008.

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Bellan, Andreas Bernd [Verfasser], and Paul [Akademischer Betreuer] Knochel. "Chromium-catalyzed aryl-alkyl cross-coupling reactions and regioselective remote lithiation of (hetero)arenes and preparation of polyfunctionalized (hetero)arenes / Andreas Bernd Bellan ; Betreuer: Paul Knochel." München : Universitätsbibliothek der Ludwig-Maximilians-Universität, 2019. http://d-nb.info/1185979301/34.

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徐韻筑. "Cobalt-Catalyzed Aryl Iodide, Alkyl iodide and Conjugated Alkene Reductive Coupling Reactions." Thesis, 2005. http://ndltd.ncl.edu.tw/handle/49028442013390983582.

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Chuang, Chih-Hsiang, and 莊智祥. "Coupling and Ring Expansion Reactions of Endo Formyl [2.2.1]Bicyclic Carbinols with Alkyl and Aryl Amines." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/02555246684904751890.

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碩士<br>國立暨南國際大學<br>應用化學系<br>99<br>In this thesis, we are interested in converting endo formyl [2.2.1]bicyclic carbinols into a bicyclic [3.2.1]α-amino ketone. The consecutive condensation and ring expansion reactions of carbinols 47 and 71 are the most important steps. Compound 47 and compound 71 reacted with various kinds of primary amine which are N-nucleophiles, via intramolecular rearrangement to give ring expansion reaction products. The reaction had proved to be highly chemoselective、regioselective and stereoselective. The bicyclic [3.2.1]α-amino ketone is the final product. The alkyl or
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Wang, Yu-Jen, and 王俞仁. "1. Copper-Catalyzed Cross-Coupling Reaction of Alkyl Alkynes with Aryl Iodides2. Iron-Catalyzed Cross-Coupling of Thiols with Vinyl Halides." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/27687021204755216367.

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碩士<br>國立中興大學<br>化學系所<br>99<br>Abstract The acetylenic compounds are important building block in the fields of pharmaceutical chemistry and organic synthesis. The transition metal catalyzed coupling reaction of terminal alkynes with aryl halides has become one of the most important methods for preparing functionalized alkynes. Palladium and copper co-catalyzed system is well known as Sonogashira reaction, however, palladium is not only expensive but also highly toxic. Thus, develop the system by using copper as the sole metal source has gain much attention in recent years. The first part of th
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Kao, Hsin-Lun, and 高信倫. "1. Copper-catalyzed cross-coupling reaction of alkyl thiols with aryl iodides2. Efficient copper-catalyzed cross-coupling reaction of thiols with vinyl halides." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/51828826702986055319.

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Verma, Piyush Kumar. "Cobalt-nhc Complexes and Diazabutadienes in Activation of Mono/Diboron Compounds and Their Application in C-b Coupling Reactions." Thesis, 2021. https://etd.iisc.ac.in/handle/2005/5241.

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Boronic acid(esters) have been well recognized as an indispensable coupling partner in the Suzuki-Miyaura cross coupling reactions producing a vast spectrum of molecules, applicable in the diverse field ranging from medicinal to materials sciences.[1] Transition metal catalyzed synthesis of boronic esters from diborons with the assistance of bases is a well-established methodology[2]. In this thesis, the cobalt-N-Heterocyclic carbene complexes catalyzed borylation of organic compounds and interaction of diazabutadienes with diboron compounds will be discussed. (i) In the first section, Co(IM
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Book chapters on the topic "Alkyl-Aryl couplings"

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André-Joyaux, E., L. Gnägi, C. Melendez, V. Soulard, and P. Renaud. "1.11 Generation of Radicals from Organoboranes." In Free Radicals: Fundamentals and Applications in Organic Synthesis 1. Georg Thieme Verlag KG, 2021. http://dx.doi.org/10.1055/sos-sd-234-00224.

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AbstractRadicals can be generated by the cleavage of the C—B bond of alkylboranes or boronic acid derivatives. The fragmentation process may result from a nucleohomolytic substitution process or from a redox process. The nucleohomolytic substitution is ideal for the generation of alkyl radicals and is usually part of a chain-reaction process. Redox processes (mainly oxidative reactions) have been used to generate both alkyl and aryl radicals. The use of stoichiometric oxidizing agents can be avoided by employing photoredox catalysis. A broad range of synthetic applications such as radical casc
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Oriyama, T. "Asymmetric Acylation of Aryl Alkyl Carbinols." In Stereoselective Pericyclic Reactions, Cross Coupling, and C—H and C—X Activation. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-203-00530.

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Taber, Douglass F. "Benzene Derivatives: The Tanino-Miyashita Synthesis of Zoanthenol." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0061.

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Yuqing Hou of Southern Illinois University found (J. Org. Chem. 2009, 74, 6362) that the peroxy ether 2 served effectively to directly transfer a methoxy group to the lithiated 1 to give 3. Wanzhi Chen of Zhejiang University, Xixi Campus, showed (J. Org. Chem. 2009, 74, 7203) that pyrimidines such as 4, readily prepared from the corresponding phenol, underwent smooth Pd-catalyzed ortho acetoxylation. Trond Vidar Hansen of the University of Oslo observed (Tetrahedron Lett. 2009, 50, 6339) that simple electrophilic formylation of phenols such as 6 also proceeded with high ortho selectivity. Kyun
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Taber, Douglass F. "Substituted Benzenes: The Saikawa/Nakata Synthesis of Kendomycin." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0062.

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Jianbo Wang of Peking University described (Angew. Chem. Int. Ed. 2010, 49, 2028) the Au-promoted bromination of a benzene derivative such as 1 with N-bromosuccinimide. In a one-pot procedure, addition of a Cu catalyst followed by microwave heating delivered the aminated product 2. Jian-Ping Zou of Suzhou University and Wei Zhang of the University of Massachusetts, Boston, observed (Tetrahedron Lett. 2010, 51, 2639) that the phosphonylation of an arene 3 proceeded with substantial ortho selectivity. Yonghong Gu of the University of Science and Technology, Hefei, showed (Tetrahedron Lett. 2010,
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Taber, Douglass. "C-C Single Bond Construction." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0019.

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Several remarkable one-carbon homologations have recently appeared. André B. Charette of the Université de Montréal reported (J. Org. Chem. 2008, 73, 8097) the alkylation of diiodomethane with alkyl iodides such as 1, to give the diiodoalkane 2. Carlo Punta and the late Ombretta Porta of the Politecnico di Milano effected (Organic Lett. 2008, 10, 5063) reductive condensation of an amine 3 with an aldehyde 4 in the presence of methanol, to give the amino alcohol 5. Timothy S. Snowden of the University of Alabama showed (Organic Lett. 2008, 10, 3853) that NaBH4 reduced the carbinol 7, easily pre
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Taber, Douglass. "Preparation of Benzene Derivatives: The Barrett Syntheses of Dehydroaltenuene B and 15G256β." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0064.

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Several new methods for the direct functionalization of Ar-H have appeared. Hisao Yoshida of Nagoya University observed (Chem. Comm. 2008, 4634) that under irradiation, TiO2 in water effected meta hydroxylation of benzonitrile 1 to give the phenol 2. Anisole showed ortho selectivity, while halo and alkyl aromatics gave mixtures. Melanie S. Sanford of the University of Michigan reported (J. Am. Chem. Soc. 2008, 130, 13285) a complementary study of Pd-catalyzed ortho acetoxylation. Jin-Quan Yu of Scripps/La Jolla developed (Angew. Chem. Int. Ed. 2008, 47, 5215) a Pd-catalyzed protocol for ortho
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Nawaz Shariff, Shakeel, Supriya Saravu, and Dileep Ramakrishna. "Schiff Base Complexes for Catalytic Application." In Schiff Base in Organic, Inorganic and Physical Chemistry [Working Title]. IntechOpen, 2022. http://dx.doi.org/10.5772/intechopen.107904.

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Primary amines are combined with an aldehyde group to generate Schiff base compounds, which are called condensation imine products. This class of compounds has a general structure, R-C=NR\', where R and R\' represent alkyl/aryl/cyclohexyl/heterocyclic group. These compounds contain an azomethine group that is basic in nature due to, (i) the presence of lone pair of electrons on the nitrogen and (ii) electron-donating nature of the double bond. Hence, these compounds, as ligands, participate in the formation of metal complexes. The presence of lone pair of electrons on the nitrogen atom and the
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Taber, Douglass. "C-O Ring Natural Products: (-)-Serotobenine (Fukuyama-Kan), (-)-Aureonitol (Cox), Salmochelin SX (Gagné), Botcinin F (Shiina), (-)-Saliniketal B (Paterson), Haterumalide NA (Borhan)." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0051.

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Tohru Fukuyama of the University of Tokyo and Toshiyuki Kan of the University of Shizuoka devised ( J. Am. Chem. Soc. 2008, 130, 16854) the chiral auxiliary-directed Rh-mediated cyclization of 1, setting the two stereogenic centers of 2 with high stereocontrol. The ester 2 was carried on to the indole alkaloid (-)-Serotobenine 3. In the course of a synthesis of (-)-Aureonitol 6, Liam R. Cox of the University of Birmingham developed (J. Org. Chem. 2008, 73, 7616) the diastereoselective intramolecular addition of an allyl silane 4 to give the tetrahydrofuran 5. In analogy to what is known about
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Taber, Douglass. "Functional Group Protection." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0013.

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Alcohols are usually protected as alkyl or silyl ethers. Michael P. Jennings of the University of Alabama found (Tetrahedron Lett. 2008, 49, 5175) that pyridinium tribromide can selectively remove the TBS (or TES) protection from the primary alcohol of a protected primary-secondary alcohol such as 1. Propargyl ethers are useful because they are stable, but can be selectively removed in the presence of other protecting groups. Shino Manabe and Yukishige Ito at RIKEN showed (Tetrahedron Lett. 2008, 49, 5159) that SmI2 could reductively remove a propargyl group in the presence of acetonides (illu
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Taber, Douglass F. "Metal-Mediated Carbocyclic Construction:The Kobayashi Synthesis of (+)-Fomitellic Acid B." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0073.

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Jin K. Cha of Wayne State University described (J. Org. Chem. 2009, 74, 5528) the diastereoselective intramolecular cyclopropanation of nitriles with homoallylic alcohols such as 1 . Valery V. Fokin of Scripps/La Jolla found (J. Am. Chem. Soc. 2009, 131, 18034) that the diazoimine derived from 4 could add with high enantioselectivity to aryl alkenes, including styrene 5. Andreas Gansäuer of the University of Bonn optimized (Angew. Chem. Int. Ed. 2009, 48 , 8882; Tetrahedron 2009, 65, 10791) the Ti catalyst to enable efficient cyclization of substrates such as 7 to the corresponding cyclobutane
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Conference papers on the topic "Alkyl-Aryl couplings"

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Nunes, Vanessa Lóren, (PG) Ingryd Cristina de Oliveira, and Olga S. do Rêgo Barros. "Copper(I)-Senelenophene-2-carboxylate Catalyzed Cross- Coupling of Aryl or alkyl Thiols And Aryl Halides." In 14th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0177-1.

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