Academic literature on the topic 'Sonogashira coupling reaction'

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Journal articles on the topic "Sonogashira coupling reaction"

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Wang, Lei, Jincan Yan, Pinhua Li, Min Wang, and Caina Su. "The effects of amines on oxidative homo-coupling of terminal alkynes promoted by copper salts." Journal of Chemical Research 2005, no. 2 (2005): 112–15. http://dx.doi.org/10.3184/0308234054497083.

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The effects of all kinds of amines on homo-couplings (Glaser reactions) of terminal alkynes promoted by copper salts and the Sonogashira coupling reactions were studied systematically. Diethylamine (2° amine) can serve as an excellent solvent, base and coordination ligand in the oxidative homo-coupling of terminal alkynes and several modified Glaser coupling procedures have been developed which are based on a catalytic amount of cuprous salts (CuI, CuBr or CuCl) with diethylamine systems. Homo-coupling of terminal acetylenes in the Sonogashira reaction could be inhibited by using triethylamine
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Sinai, Ádám, Ádám Mészáros, Ádám Balogh, Márton Zwillinger, and Zoltán Novák. "Hexafluorosilicic Acid as a Novel Reagent for the Desilylation of Silylacetylenes: Application in Sequential Sonogashira Coupling and Click Reaction." Synthesis 49, no. 11 (2017): 2374–88. http://dx.doi.org/10.1055/s-0036-1588981.

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Hexafluorosilicic acid was utilized as a novel, cheap, readily available, and environmentally benign alternative reagent for the desilylation of 1-trimethylsilylacetylenes. The applicability of the aqueous solution of the hexafluorosilicic acid was demonstrated in the sequential coupling of aryl halides and ethynyltrimethylsilane to afford internal acetylenes, benzofurans, and triazoles in one-pot Sonogashira–Sonogashira­ and Sonogashira–CuAAC reactions.
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Albano, Gianluigi, and Laura Antonella Aronica. "Acyl Sonogashira Cross-Coupling: State of the Art and Application to the Synthesis of Heterocyclic Compounds." Catalysts 10, no. 1 (2019): 25. http://dx.doi.org/10.3390/catal10010025.

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The acyl Sonogashira reaction represents an extension of Sonogashira cross-coupling to acid chlorides which replace aryl or vinyl halides, while terminal acetylenes are used as coupling partners in both reactions. The introduction of a carbonyl functional group on the alkyne backbone determines a radical change in the reactivity of the products. Indeed, α,β-alkynyl ketones can be easily converted into different heterocyclic compounds depending on the experimental conditions employed. Due to its potential, the acyl Sonogashira reaction has been deeply studied with particular attention to the na
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Rifhat Bibi, Rifhat Bibi, Muhammad Yaseen Muhammad Yaseen, Haseen Ahmad Haseen Ahmad, Ismat Ullah Khan Ismat Ullah Khan, Shaista Parveen Shaista Parveen, and Abbas Hassan Abbas Hassan. "Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction." Journal of the chemical society of pakistan 43, no. 1 (2021): 95. http://dx.doi.org/10.52568/000550.

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Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precursors. Sonogashira coupling reaction, a leading method to Csp-Csp2 bond formation is one of the most important and rapid pathways to couple aryl/vinyl halides with terminal alkynes. Current research study deals with the synthesis of alkyne substituted quinoxaline derivatives. The quinoxalines class of aromatic heterocycles exhibits a wide variety
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Rifhat Bibi, Rifhat Bibi, Muhammad Yaseen Muhammad Yaseen, Haseen Ahmad Haseen Ahmad, Ismat Ullah Khan Ismat Ullah Khan, Shaista Parveen Shaista Parveen, and Abbas Hassan Abbas Hassan. "Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction." Journal of the chemical society of pakistan 43, no. 1 (2021): 95. http://dx.doi.org/10.52568/000550/jcsp/43.01.2021.

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Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precursors. Sonogashira coupling reaction, a leading method to Csp-Csp2 bond formation is one of the most important and rapid pathways to couple aryl/vinyl halides with terminal alkynes. Current research study deals with the synthesis of alkyne substituted quinoxaline derivatives. The quinoxalines class of aromatic heterocycles exhibits a wide variety
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Rifhat Bibi, Rifhat Bibi, Muhammad Yaseen Muhammad Yaseen, Haseen Ahmad Haseen Ahmad, Ismat Ullah Khan Ismat Ullah Khan, Shaista Parveen Shaista Parveen, and Abbas Hassan Abbas Hassan. "Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction." Journal of the chemical society of pakistan 43, no. 1 (2021): 95. http://dx.doi.org/10.52568/000009.

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Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precursors. Sonogashira coupling reaction, a leading method to Csp-Csp2 bond formation is one of the most important and rapid pathways to couple aryl/vinyl halides with terminal alkynes. Current research study deals with the synthesis of alkyne substituted quinoxaline derivatives. The quinoxalines class of aromatic heterocycles exhibits a wide variety
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Nakamura, Keiichi, Hitoshi Okubo, and Masahiko Yamaguchi. "Low Temperature Sonogashira Coupling Reaction." Synlett 1999, no. 5 (1999): 549–50. http://dx.doi.org/10.1055/s-1999-2684.

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Ji, Yuan, Ning Zhong, Zinan Kang, Guobing Yan, and Ming Zhao. "Synthesis of Internal Alkynes through an Effective Tandem ­Elimination–Hydrodebromination–Cross-Coupling of gem-­Dibromoalkenes with Halobenzenes." Synlett 29, no. 02 (2017): 209–14. http://dx.doi.org/10.1055/s-0036-1590907.

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Carbon–carbon couplings are among the most important strategies for constructing functional molecules in organic synthetic chemistry, and cheap, diverse, and readily available coupling partners are crucial to these diverse reactions. In this contribution, we report the first palladium-catalyzed C–C cross-coupling reaction of two kinds of organic halide, a gem-dibromoalkene and a halobenzene, as the starting materials. Terminal alkynes were generated in situ through a tandem elimination–hydrodebromination process, and the internal alkyne final products were synthesized in one pot. The reaction
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Steven, Alan. "Micelle-Mediated Chemistry in Water for the Synthesis of Drug Candidates." Synthesis 51, no. 13 (2019): 2632–47. http://dx.doi.org/10.1055/s-0037-1610714.

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Micellar reaction conditions, in a predominantly aqueous medium, have been developed for transformations commonly used by synthetic chemists working in the pharmaceutical industry to discover and develop drug candidates. The reactions covered in this review are the Suzuki–Miyaura, Miyaura borylation, Sonogashira coupling, transition-metal-catalysed CAr–N coupling, SNAr, amidation, and nitro reduction. Pharmaceutically relevant examples of these applications will be used to show how micellar conditions can offer advantages in yield, operational ease, amount of waste generated, transition-metal
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Hrizi, Asma, Manon Cailler, Moufida Romdhani-Younes, Yvan Carcenac, and Jérôme Thibonnet. "Synthesis of New Highly Functionalized 1H-Indole-2-carbonitriles via Cross-Coupling Reactions." Molecules 26, no. 17 (2021): 5287. http://dx.doi.org/10.3390/molecules26175287.

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An approach for the preparation of polysubstituted indole-2-carbonitriles through a cross-coupling reaction of compounds 1-(but-2-ynyl)-1H-indole-2-carbonitriles and 1-benzyl-3-iodo-1H-indole-2-carbonitriles is described. The reactivity of indole derivatives with iodine at position 3 was studied using cross-coupling reactions. The Sonogashira, Suzuki–Miyaura, Stille and Heck cross-couplings afforded a variety of di-, tri- and tetra-substituted indole-2-carbonitriles.
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Dissertations / Theses on the topic "Sonogashira coupling reaction"

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Hussain, Jakir. "Approaches toward the synthesis of lactonamycin utilising a new benzannulation reaction." Thesis, University of Manchester, 2013. https://www.research.manchester.ac.uk/portal/en/theses/approaches-toward-the-synthesis-of-lactonamycin-utilising-a-new-benzannulation-reaction(1157cbe4-21f4-4d9e-a10d-cf20518eb30b).html.

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The Bull-Hutchings-Quayle (BHQ) reaction is a novel method for the synthesis of 1-(bromo/chloro)napthalenes from 2-allyphenyl-2’,2’,2’-tri(bromo/chloro)acetates. The reaction is also known as Atom Transfer Radical Cyclisation-Benzannulation (ATRC-Benzannulation). The ATRC-Benzannulation of structurally diverse 2-(cyclohex-1-en-1-ylmethyl)phenyl 2’,2’,2’-trichloroacetates in the presence of 1,3bis-(2,6diisopropylphenyl)imidazolium copper(I) chloride [“Nolan NHC-CuCl”] complexes, using microwave or thermolytic methods, afford a range of 9-chloro-1,2,3,4-tetrahydroanthracenes. Efficient ATRC-Be
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Ma, Bing. "Novel Cinchona Alkoloid Derived Ammonium Salts as Phase-Transfer Catalysts for the Asymmetric Synthesis of Beta-Hydroxy Alpha-Amino Acids Via Aldol Reactions and Total Synthesis of Celogentin C." BYU ScholarsArchive, 2009. https://scholarsarchive.byu.edu/etd/2195.

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Project I. Cinchona alkaloid-derived quaternary ammonium salts have been successfully used as phase-transfer catalysts, particularly in asymmetric alkylations. Our group applied this type of catalyst in the synthesis of β-hydroxy α-amino acids via aldol reactions and discovered that the Park-Jew catalyst afforded good yields and good enantiomeric excess of the syn diasteromers, but negligible diastereoselectivity. This project was therefore focused on the synthesis of novel cinchonidine-derived catalysts with the Park-Jew catalyst as the lead structure. The C3 position of cinchonidine nucleus
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D'Attoma, Joseph. "Conception, synthèses et évaluations biologiques d’inhibiteurs à double cible : ALK et la restriction calorique." Thesis, Lyon 1, 2013. http://www.theses.fr/2013LYO10243.

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Les lymphomes à grandes cellules anaplasiques ou ALCL (Anaplastic Large-Cell Lymphoma) sont des cancers appartenant à la famille des lymphomes de type non-Hodgkin. La majorité des ALCL est issue d'une translocation t(2;5)(p23;q35) donnant lieu à la formation d'une protéine de fusion appelée NPM-ALK. A ce jour, peu d'inhibiteurs présentent de bonnes activités contre cette protéine chimérique. L'obésité représente un problème socio-médical d'envergure, à la fois pour ses effets directs et indirects ; le surpoids étant un facteur primaire dans de nombreuses maladies, tout particulièrement les dia
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Karpov, Alexei S. "Multi-component reactions initiated via Sonogashira coupling." [S.l. : s.n.], 2005. http://deposit.ddb.de/cgi-bin/dokserv?idn=974467197.

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Karabiyikoglu, Sedef. "Synthesis Of Ferrocenyl Substituted Pyrazoles By Sonogashira And Suzuki-miyaura Cross-coupling Reactions." Master's thesis, METU, 2010. http://etd.lib.metu.edu.tr/upload/3/12612139/index.pdf.

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Pyrazoles constitute one of the most important classes of heterocyclic compounds due to their interesting chemical and biochemical features. Researchers have studied many pyrazole containing structures for almost over a century in order to investigate the various biological activities possessed by these molecules. A new and important trend in these studies is to produce ferrocenyl substituted pyrazoles since ferrocene attracts considerable interest in the research field of organometallic and bioorganometallic chemistry because of its valuable chemical characteristics like high stability, low t
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Allouch, Fatima. "Synthèse et applications de nouveaux complexes métallocéniques multidentes." Thesis, Dijon, 2013. http://www.theses.fr/2013DIJOS002.

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Ce mémoire porte sur l’accès simple et peu coûteux à de nouveaux ligands ferrocéniques aminés et aminophosphinés et leur coordination avec des métaux de transition pour des applications en catalyse homogène.Des métallo-ligands aminés flexibles ont été obtenus et caractérisés après amination réductrice du 1,1’-diformylferrocène. D’autres ligands (N,N) rigides ont été isolés au départ du précurseur du 1,1’-di-tert-butyl-3,3’-diformylferrocène. Des aza-ferrocénophanes ont également été facilement préparés avec ces deux précurseurs carbonylés. Lors de la coordination de ces ligands avec le palladi
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MELI, Alessandro. "DEEP EUTECTIC SOLVENTS E LIQUIDI IONICI: SOLVENTI PER LO SVILUPPO DI PROCESSI ECO-COMPATIBILI." Doctoral thesis, Università degli Studi di Palermo, 2020. http://hdl.handle.net/10447/395244.

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L’obiettivo di questi tre anni di Dottorato è stato lo studio e l’utilizzo nuovi solventi di reazione in grado di sostituire i solventi organici classici. In particolare sono stati studiati i Deep Eutectic Solvent (DES) e le miscele di Liquidi Ionici (IL). I DES sono stati utilizzati come solventi per lo studio di reazioni organiche, usate per la formazione di nuovi legami C-C. Nello specifico sono state studiate la reazione di Diels-Alder, e diverse reazioni di coupling C-C catalizzate da Pd. In seguito, i DES sono stati utilizzati per la formazione di nuovi gel supramolecolari, chiamati eu
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Vogel, Michael Alexander Kolja [Verfasser]. "Alkenyl nonaflates from carbonyl compounds : new synthesis, elimination reactions, and systematic study of Heck and Sonogashira cross-couplings / Michael Vogel." Berlin : Freie Universität Berlin, 2009. http://d-nb.info/102374757X/34.

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Lind, Per. "Organic and organometallic compounds for nonlinear absorption of light." Doctoral thesis, Umeå : Department of Chemistry, Umeå University, 2007. http://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-965.

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Tsai, Wan-Ting, and 蔡宛廷. "1.Microwave-Assisted Copper-Catalyzed Sonogashira Type Cross-Coupling Reaction2.Microwave-Promoted Rhodium and Copper Catalyzed C-S Bond Cross-Coupling Reaction." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/wnhhwc.

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碩士<br>國立中興大學<br>化學系所<br>101<br>The coupling of aryl halides with terminal alkynes catalyzed by palladium and copper is commonly called Sonogashira cross-coupling reaction.This method is one of the most important ways to prepare internal alkynes. In the first part of this thesis, we found CuI(xantphose) can be used as an efficient catalyst under the microwave, promoted coupling reaction of aryl or vinyl halides with terminal alkynes to provide the corresponding alkynes and enynes with excellent yields in short reaction time. In the second part, we will study the rhodium and copper-catalyzed
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Book chapters on the topic "Sonogashira coupling reaction"

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García Melchor, Max. "The Cu-Free Sonogashira Reaction Mechanism." In A Theoretical Study of Pd-Catalyzed C-C Cross-Coupling Reactions. Springer International Publishing, 2013. http://dx.doi.org/10.1007/978-3-319-01490-6_5.

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Yokoshima, Satoshi. "Construction of Quinoline N-Oxides and Synthesis of Aurachins A and B: Discovery, Application, and Mechanistic Insight." In Modern Natural Product Synthesis. Springer Nature Singapore, 2024. http://dx.doi.org/10.1007/978-981-97-1619-7_17.

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AbstractA method to synthesize 3-hydroxyquinoline N-oxides from ketones having a 2-nitrophenyl group at the α-position relative to the carbonyl group was developed. The substrates were easily prepared via a SNAr reaction or a Sonogashira coupling, and treatment with sodium tert-butoxide in dimethyl sulfoxide produced the corresponding quinoline N-oxides. The method was successfully applied to the total synthesis of aurachins A and B. On the basis of the quinoline N-oxide synthesis, related reactions of α-(2-nitrophenyl)ketones, including nitrone formation and photoinduced rearrangement, were a
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Datta, Anupama, Herbert Plenio, Chih-An Lin, and Fen-Tair Luo. "Sonogashira Coupling Reactions." In Catalysts for Fine Chemical Synthesis, Volume 3, Metal Catalysed Carbon-Carbon Bond-Forming Reactions. John Wiley & Sons, Ltd, 2005. http://dx.doi.org/10.1002/0470862017.ch6.

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Tulla-Puche, Judit, Rita S. Majerle, Fernando Albericio, and George Barany. "Resin-to-Resin Transfer Reactions (RRTR) via Sonogashira Coupling." In Solid-Phase Organic Syntheses. John Wiley & Sons, Inc., 2012. http://dx.doi.org/10.1002/9781118336953.ch6.

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Campbell, I. B. "The Sonogashira Cu-Pd-catalysed alkyne coupling reaction." In Organocopper Reagents: A Practical Approach. Oxford University PressOxford, 1995. http://dx.doi.org/10.1093/oso/9780198557579.003.0010.

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Abstract Carbon–carbon bond-forming reactions are of crucial importance to the practising organic chemist. In particular, those which are technically simple, efficient, high-yielding, and which tolerate a wide variety of functional groups are of special use. One such reaction is the Sonogashira copper–palladium-catalysed coupling of terminal alkynes with aromatic and vinyl halides. The general forms of the reaction are given in eqns (1) and (2).
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Griesbeck, A. G., and A. Soldevilla. "Palladium-Catalyzed Cross Coupling (Copper-Free Sonogashira Reaction)." In Polyynes, Arynes, Enynes, and Alkynes. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-043-00326.

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Griesbeck, A. G., and A. Soldevilla. "Metal-Free Cross Coupling (Metal-Free Sonogashira Reaction)." In Polyynes, Arynes, Enynes, and Alkynes. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-043-00333.

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Griesbeck, A. G., and A. Soldevilla. "Copper/Palladium-Catalyzed Cross Coupling of Haloarenes and Terminal Alkynes (The Sonogashira–Hagihara Cross-Coupling Reaction)." In Polyynes, Arynes, Enynes, and Alkynes. Georg Thieme Verlag KG, 2008. http://dx.doi.org/10.1055/sos-sd-043-00321.

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Silva, Tiago J., Paulo J. Mendes, António P. S. Teixeira, M. Paula Robalo, and M. H. Garcia. "7.4. Sonogashira Coupling Reaction of Aryl Derivatives: A Versatile Method for Acetylide Building Blocks." In Comprehensive Organic Chemistry Experiments for the Laboratory Classroom. The Royal Society of Chemistry, 2016. http://dx.doi.org/10.1039/9781849739634-00564.

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Lambert, Tristan H. "Flow Chemistry." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0017.

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Timothy F. Jamison at MIT developed (Org. Lett. 2013, 15, 710) a metal-free continuous-flow hydrogenation of alkene 1 using the protected hydroxylamine reagent 2 in the presence of free hydroxylamine. The reduction of nitroindole 4 to the corresponding aniline 5 using in situ-generated iron oxide nanocrystals in continuous flow was reported (Angew. Chem. Int. Ed. 2012, 51, 10190) by C. Oliver Kappe at the University of Graz. A flow method for the MPV reduction of ketone 6 to alcohol 7 was disclosed (Org. Lett. 2013, 15, 2278) by Steven V. Ley at the University of Cambridge. Corey R.J. Stephens
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Conference papers on the topic "Sonogashira coupling reaction"

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NAKAMURA, HIDEKI, KENICHI KOMURA, and YOSHIHIRO SUGI. "QUINOLINE-CARBOIMINE PALLADIUM COMPLEX IMMOBILIZED ON MCM-41 AS A VERSATILE CATALYST FOR SONOGASHIRA CROSS-COUPLING REACTION." In Proceedings of the 5th International Symposium. WORLD SCIENTIFIC, 2008. http://dx.doi.org/10.1142/9789812779168_0057.

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Carvalho, Diego B., Camila B. Andrade, Carla R. Z. Miranda, et al. "Synthesis of Thiophene Acetylenes via Sonogashira Cross- Coupling Reactions." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013820103940.

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Iglesias, Bernardo A., Henrique E. Toma, and Koiti Araki. "Synthesis of poly(pyridyl)porphyrins by Heck and Sonogashira cross-coupling reactions." In 14th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0096-1.

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