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Dissertations / Theses on the topic 'Cross-coupling Suzuki-Miyaura reaction'

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Published: 4 June 2021

Last updated: 6 February 2022

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1

Geogheghan, Katherine Jayne. "Boronic acid speciation in Suzuki-Miyaura cross-coupling." Thesis, University of Edinburgh, 2018. http://hdl.handle.net/1842/33092.

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Since its discovery in 1979, the Suzuki-Miyaura (SM) reaction has become one of the most widely utilised tools for carbon-carbon bond formation. The palladium catalysed coupling of an organoboron and organohalide compounds proceeds through a three-stage mechanism of oxidative addition, transmetalation and reductive elimination. The transmetalation of boronic acids to a palladium(II) complex has been widely studied. However, very little is known about the transmetalation of boronic esters, which are commonly used as an alternative to unstable boronic acids. Whether these species undergo direct

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2

Alrawashdeh, Albara I. S. "From Mono- to Tetraphosphines – A Contribution to the Development of Improved Palladium Based Catalysts for Suzuki- Miyaura Cross Coupling Reaction." Doctoral thesis, Universitätsbibliothek Chemnitz, 2011. http://nbn-resolving.de/urn:nbn:de:bsz:ch1-qucosa-80110.

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Im ersten Teil der Arbeit wird die Synthese neopentyl- und neosilylsubstituierter Phosphane zur Verwendung als Liganden in katalytisch aktiven Palladiumkomplexen beschrieben. Die Aktivität wurde in der Suzuki-Miyaura Kreuzkupplungsreaktion getestet. Während die neosilylsubstituierten Phosphane 2:1 Addukte (5b und 5d) mit geeigneten Palladiumsalzen bilden, welche moderate Katalyseaktivität zeigen, untergehen die neopentylsubstituierten Komplexe schnelle Cyclometalierungsreaktionen in Gegenwart von Basen und bilden die katalytisch wenig aktiven Palladacyclen (6a, 6e, and 6g). Die deaktivierende

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3

Green, Anthony Laine. "The Directed ortho Metalation of pyridine derivatives with in situ boronation and links to the Suzuki-Miyaura cross coupling reaction." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2001. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp04/MQ63310.pdf.

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4

Peramo, Arnaud. "Modification sélective de protéines en milieu biologique par réaction de Suzuki-Miyaura nanocatalysée PLGA-PEG-supported Pd nanoparticles as efficient catalysts for Suzuki-Miyaura coupling reactions in water Selective modification of a native protein in a patient tissue homogenate using palladium nanoparticles A Self-Assembling Palladium-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-coupling Reaction in Water." Thesis, Université Paris-Saclay (ComUE), 2019. http://www.theses.fr/2019SACLS600.

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Les nanotechnologies ont ouvert de nouvelles perspectives pour l’administration ciblée des médicaments. Les approches actuelles en nanomédecine sont basées sur l’encapsulation d’un principe actif dans un nano-vecteur. Nous proposons dans ce travail l’utilisation de nanoparticules non plus pour adresser un médicament encapsulé vers sa cible, mais pour manipuler une protéine d’intérêt en milieu biologique, ce qui constitue une nouvelle stratégie thérapeutique. Avec cet objectif, nous avons identifié une formulation de nanoparticules de palladium, stable, non toxique et dotée d’un pouvoir catalyt

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5

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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6

Heidemann, Sven. "Untersuchungen zur enantioselektiven Totalsynthese von Parnafungin C." Doctoral thesis, Niedersächsische Staats- und Universitätsbibliothek Göttingen, 2016. http://hdl.handle.net/11858/00-1735-0000-002B-7C16-4.

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7

Alrawashdeh, Albara I. S. [Verfasser], Heinrich [Akademischer Betreuer] Lang, Heinrich [Gutachter] Lang, and Wolfgang [Gutachter] Weigand. "From Mono- to Tetraphosphines – A Contribution to the Development of Improved Palladium Based Catalysts for Suzuki- Miyaura Cross Coupling Reaction / Albara I. S. Alrawashdeh ; Gutachter: Heinrich Lang, Wolfgang Weigand ; Betreuer: Heinrich Lang." Chemnitz : Universitätsbibliothek Chemnitz, 2011. http://d-nb.info/1214008410/34.

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8

Milde, Bianca. "(Ethynyl-)Ferrocenyl Phosphine Palladium Complexes and (Bis-)Phosphinoimidazol(e/ium) Compounds and their Application in Homogeneous Catalysis." Doctoral thesis, Universitätsbibliothek Chemnitz, 2012. http://nbn-resolving.de/urn:nbn:de:bsz:ch1-qucosa-90521.

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Die vorliegende Dissertation beschäftigt sich mit der Synthese, der Charakterisierung und der Anwendung neuartiger Phosphane in homogenkatalytischen Reaktionen. Dabei wurden die Ferrocenyl- und Ferrocenylethinylphosphan-Palladium und Ferrocenylethinylphosphan-Ruthenium Komplexe in der Palladium-vermittelten Mizoroki-Heck- und Suzuki-Miyaura-Reaktion sowie der Ruthenium-katalysierten Synthese von β-Oxopropylestern verwendet. Der Schwerpunkt lag dabei auf der Untersuchung des Einflusses der elektronischen und räumlichen Eigenschaften der Phosphanliganden auf die Aktivität und Produktivität der e

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9

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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10

Adidou, Ouissam. "Ligands dérivés de saccharides et, ou supportés par un bras poly(éthylène) glycol : synthèse et applications en catalyse organométallique." Thesis, Lyon 1, 2009. http://www.theses.fr/2009LYO10171.

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La synthèse de deux familles de ligands a été envisagée. La première famille de ligands concerne la préparation de nouveaux ligands dérivés de la D-glucosamine ou du D-glucose qui seront engagés dans la réaction de substitution allylique de type Tsuji-Trost en phase homogène. La deuxième famillede ligands concerne la préparation de ligand supportés par un bras poly(éthylène) glycol et dérivés dela D-glucosamine ou de la di-(2-pyridyl)méthylamine. Ces ligands hydrosolubles ont été engagés dans deux réactions pallado-catalysées en phase aqueuse à savoir la substitution allylique de type Tsuji-Tr

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11

Eriksson, Ludvig. "Transition Metal Mediated Transformations of Carboranes." Doctoral thesis, Uppsala University, Organic Chemistry, 2003. http://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-3324.

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<p>This thesis describes the use of copper and palladium to mediate transformations of carboranes, especially <i>p</i>-carborane.</p><p>1-(1-<i>p</i>-carboranyl)-<i>N</i>-methyl-<i>N</i>-(2-butyl)-3-isoquinolinecarboxamide, a carborane containing analogue of the peripheral benzodiazepine receptor (PBR) ligand PK11195, has been synthesised. A key step in the reaction is the copper (I) mediated coupling of p-carborane with ethyl 1-bromo-isoquinoline-3-carboxylate. </p><p><i>p</i>-Carborane has been arylated on the 2-<i>B</i>-atom in high yields, using the Suzuki–Miyaura reaction. Thus the reacti

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12

Ben, Halima Taoufik. "Engaging Esters as Cross-Coupling Electrophiles." Thesis, Université d'Ottawa / University of Ottawa, 2019. http://hdl.handle.net/10393/39493.

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Cross-coupling reactions, where a transition metal catalyst facilitates the formation of a new carbon-carbon or carbon-heteroatom bond between two coupling partners, has become one of the most widely used, reliable, and robust family of transformations for the construction of molecules. The Nobel Prize was awarded to pioneers in this field who primarily used aryl iodides, bromides, and triflates as electrophilic coupling partners. The expansion of the reaction scope to non-traditional electrophiles is an ongoing challenge to enable an even greater number of useful products to be made from simp

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13

Naas, Mohammed. "Synthèse et fonctionnalisation de nouveaux dérivés d’indazoles à visée thérapeutique." Thesis, Orléans, 2016. http://www.theses.fr/2016ORLE2009/document.

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L’accès à de nouveaux composés hétérocycliques originaux biologiquement actifs nécessite la mise au point de nouvelles méthodes de synthèse rapides et efficaces. Dans ce contexte, nous nous sommes intéressés à la réactivité des indazoles. Dans la première partie, nous avons étudié la sélectivité des couplages de type Suzuki, pour fonctionnaliser la position 3 d’indazoles possédant la fonction NH libre. Par la suite, un nouveau procédé d’(hétéro)arylation direct pallado-catalysé régiosélectif a été mis à profit pour synthétiser des indazoles fonctionnalisés tant sur la position 3 que sur le som

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14

Pareek, Manish [Verfasser], Martin [Akademischer Betreuer] Oestreich, Martin [Gutachter] Oestreich, and Philipp [Gutachter] Heretsch. "Activation of boron–boron, tin–silicon, and tin–tin bonds : application in carbon–element (E = B and Sn) bond-forming reactions and site-selective Suzuki–Miyaura cross-coupling reactions / Manish Pareek ; Gutachter: Martin Oestreich, Philipp Heretsch ; Betreuer: Martin Oestreich." Berlin : Technische Universität Berlin, 2017. http://d-nb.info/1156016843/34.

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15

Le, Meur Mikaël. "Identification de nouveaux inhibiteurs de l’agrégation de la protéine Tau." Thesis, Orléans, 2014. http://www.theses.fr/2014ORLE2046.

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Parmi la vingtaine de pathologies neurodégénératives recensées à ce jour, il a été retrouvé des caractéristiques communes telles que des lésions neuronales. Dans le cas de la Maladie d’Alzheimer, une dégénérescence neurofibrillaire a notamment été mise en évidence, ce qui se traduit par l’agrégation de protéines Tau anormalement modifiées. Bien que les mécanismes moléculaires impliqués demeurent encore mal compris, nous nous sommes intéressés, au cours de cette thèse, à la synthèse puis à l’évaluation biologique de nouveaux inhibiteurs de l’agrégation de la protéine TAU impliquée dans la Malad

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16

Mitchell, Emily. "Studies In the Optimization of the Suzuki-Miyaura Reaction." Thesis, 2008. http://hdl.handle.net/1974/1612.

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Enormous efforts have been made to optimize the Pd-catalyzed Suzuki-Miyaura reaction, but there is to date no generally useful protocol and forcing conditions are often required. One reaction variable that has often been neglected is the extent to which the supposed catalysts, bisphosphinepalladium(0) complexes, are actually formed from the variety of popular precatalysts used. There is in fact little evidence that these precursors produce bis-ligated Pd(0) complexes and it is possible that the rate limiting factor may be catalyst formation. If so, then the development of an optimized method

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17

Chang, Yen-Yu, and 張晏瑜. "Preparation and Application of Indolyl Secondary Phosphine Oxides in Palladium Complexes Catalyzed Suzuki-Miyaura Cross-coupling Reaction." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/92593863878119276945.

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碩士<br>國立中興大學<br>化學系所<br>99<br>Several new indolyl secondary phosphine oxides C8NP(=O)(tBu)(H) (4a), MeC8NP(=O)(tBu)(H) (4b), and PhC8NP(=O)(tBu)(H) (4c) were prepared. The molecular structures of (C8N)2P(tBu) (3a''), PhC8NPCl(tBu) (3c), PhC8NP(=O)(tBu)(H) (4c) and [(4a'')(4a''-H+)Pd(μ-Cl)]2 (5a) were determined by single-crystal X-ray diffraction methods. The structure of palladium complex is stabilized by the indolyl scafford. In addition, secondary phosphine oxides were air- and moisture-stable preligands and advantageous for the purpose of storage. In this work

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18

Pradeep, Priyamvada. "The suzuki-miyaura cross coupling reaction as a key step for the synthesis of oxygen and nitrogen containing hetero-aromatic compounds." Thesis, 2016. http://hdl.handle.net/10539/19363.

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A thesis submitted to the Faculty of Science University of the Witwatersrand Johannesburg In fulfilment of the requirements for the Degree of Doctor of Philosophy June 2015<br>The first two chapters of this thesis deals with the synthesis of 6H-benzo[d]-naphtho[ 1,2- b]pyran-6-one motif found in gilvocarcin as well as related aromatic compounds containing the aromatic pyranone moiety. The synthesis was undertaken by employing the Suzuki- Miyaura cross coupling reaction and a novel N-bromosuccinimide induced ring cyclization reaction to afford the pyranone. It was established that the

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19

Oyeyiola, Felix Adetunji. "Synthesis and transformation of the 2,6,8-triaryl-2,3-dihydroquinolin-4(1H)-ones." Diss., 2011. http://hdl.handle.net/10500/5842.

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The 2-aryl-2,3-dihydroquinolin-4(1H)-ones were prepared via acid-catalyzed cyclization of the corresponding 2-aminochalcones, which were in turn, prepared by base-promoted Claisen-Schmidt aldol condensation of 2-aminoacetophenone and benzaldehyde derivatives. The 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones were prepared by reacting 2-aryl-2,3-dihydroquinolin-4(1H)-ones with N-bromosuccinimide (NBS) in carbon tetrachloride-chloroform mixture at room temperature. The 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones were subjected to palladium-catalyzed Suzuki-Miyaura cross-coupling reacti

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20

Cardoso, Inês Sofia Soares Gomes Lains. "Design and synthesis of a novel pyrazolopyrimidine compound as a potential kinase inhibitor." Master's thesis, 2016. http://hdl.handle.net/10451/34606.

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Trabalho Final de Mestrado Integrado, Ciências Farmacêuticas, Universidade de Lisboa, Faculdade de Farmácia, 2016<br>Cancer is a generic term for a group of diseases in which abnormal cells have a fast and uncontrolled growth and proliferation, invading neighbouring tissues and spreading to parts of the body different from where it started. Cancer is placed second at the most important causes of death and morbidity in Europe and accounts for 1 in every 7 deaths worldwide, which is more than HIV, tuberculosis and malaria combined. Furthermore, the number of new cases worldwide is expected to r

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21

NORTON, DANIELLE. "A new, improved precatalyst for Suzuki-Miyaura cross-coupling reactions." Thesis, 2009. http://hdl.handle.net/1974/1995.

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Carbon-carbon bond formation is one of the most important reactions in organic chemistry, and the Suzuki-Miyaura cross-coupling reaction has become a forerunner in this area. Considerable research has been directed at the mechanistic aspects and synthetic utility of the reaction; however, little attention has been given to the formation of the putative PdL2 catalysts. Due to their high reactivities, these catalysts are typically difficult to store and therefore are often generated in situ in unknown yields and at unknown rates via any number of available palladium precursors. This thesis de

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22

Lotter, Angelique Natalia Cassandra. "A Novel Method for the Synthesis of Indolo[2,1-a]isoquinolines." Thesis, 2006. http://hdl.handle.net/10539/1504.

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MSc dissertation School of Chemistry Faculty of Science 0004984F<br>Many azapolycyclic aromatic ring systems, whether they are naturally occurring or synthetically made, display important biological activities. One important class of naturally occurring azapolycyclic aromatic ring systems are the dibenzopyrrocoline alkaloids, which contain an indole ring fused to an isoquinoline moiety, where they share a common nitrogen. The basic skeleton of these alkaloids is the indolo[2,1-a]isoquinoline nucleus. Both the dibenzopyrrocoline alkaloids and the indolo[2,1-a]isoquinolines have been f

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23

Paumo, Hugues Kamdem. "2-Aryl-6,8-Dibromo-4-Chloroquinazoline as scaffold for the synthesis of Novel 2,6,8-Triaryl-4-(Phenylethynyl)Quinazolines with potential photophysical properties." Diss., 2014. http://hdl.handle.net/10500/14197.

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The 2-aryl-6,8-dibromoquinazolin-4(3H)-ones were prepared in a single-pot operation by condensing 6,8-dibromoanthranilamide and aryl aldehydes in the presence of molecular iodine in ethanol. Treatment of the 2-aryl-6,8-dibromoquinazolin-4(3H)-ones with thionylchloride in the presence of dimethylformamide afforded the corresponding 2-aryl-4-chloro-6,8-dibromoquinazolines. Palladium(0)-copper iodide catalysed Sonogashira cross-coupling reaction of 2-aryl-4-chloro-6,8-dibromoquinazolines with terminal alkynes at room temperature afforded series of 2-aryl-6,8-dibromo-4-(alkynyl)quinazolines. Furth

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24

Crawford, Katherine Alexis. "Direct comparison of homogeneous and heterogeneous palladium(II) catalysts for Suzuki-Miyaura cross-coupling reactions." Thesis, 2014. http://hdl.handle.net/2152/29201.

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The syntheses and catalytic properties of four new 1,2-acenaphthenyl N-heterocyclic carbene-supported palladium(II) catalysts are presented. The acenaphthenyl carbene can be prepared using either mesityl or 2,6-diisopropyl N-aryl substituents. In addition, two new heterogeneous analogs were synthesized with 2,6-diisopropyl N-aryl substituents that were anchored through the backbone to an insoluble silica-support. Comprehensive catalytic studies of the Suzuki coupling of aryl halides with aryl boronic acids were carried out. In general, the homogeneous diisopropyl-functionalized catalyst was fo

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25

Wu, Chen-Yu, and 吳鎮羽. "Part I. Development of New Highly Selective Colorimetric and Fluorescent Chemodosimeter for Mercury IonPart II. Synthesis of Novel Chemosensors with Difunctional Receptors for Complexation with Fluoride Anion and Sodium CationPart III. Facile synthesis of the sex pheromone components of the legume pod borer and soybean pod borer by Suzuki-Miyaura cross-coupling reaction." Thesis, 2009. http://ndltd.ncl.edu.tw/handle/t6mz92.

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博士<br>靜宜大學<br>應用化學研究所<br>97<br>Part I: Three new chemodosimeters 9-11 were prepared, and their chromogenic and fluorogenic chemodosimetric behaviors toward various metal cations were investigated. Receptor 9-11 show exclusively response toward Hg2+ ions and also distinguish Hg2+ from other metal cations by color changes. Among them, receptor 9 also exhibited a pronounced Hg2+ -induced fluorescence enhancement and wide pH span (4-10). In addition, the test strip of receptor 9 can also be applied for sensing Hg2+ ion in aqueous DMSO. Successfully, therefore, the receptor 9 can be used as a color

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26

Lee, Yi-Chang, and 李佾璋. "Preparation and Application of N-P-N Type Secondary Phosphine Oxides in Palladium-Catalyzed Suzuki-Miyaura Cross-coupling Reactions." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/57983043442788982335.

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碩士<br>國立中興大學<br>化學系所<br>99<br>Heteroatom-substituted secondary phosphine oxides (HASPO), (Ar)2(C2N2H2P(=O)H) (3a, Ar: 2,6-diisoprop-Ph)、(Mes)2(C2N2H2P(=O)H) (3b)、(tBu)2(C2N2H2P(=O)H) (3c)、(Cy)2(C2N2H2P(=O)H) (3d) were prepared. The molecular structures of 3a、3c were determined by single crystal X-ray diffraction methods. The N-P-N type SPO ligands can be applied directly to Suzuki-Miyaura cross-coupling reactions of aryl chlorides and aryl bromides and coupling reactions are resulted in high yields of products.

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27

Mahal, Ahmed Salem Ahmed [Verfasser]. "Synthesis of functionalized anthraquinones, phthalates and quinolines by site-selective Suzuki-Miyaura cross-coupling reactions / vorgelegt von Ahmed Salem Ahmed Mahal." 2010. http://d-nb.info/1014152895/34.

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28

Cheng, Meng-Fen, and 鄭孟芬. "Preparation and Application of N-P-N Type Secondary Phosphine Oxides and Diimines as Ligands in Palladium-Catalyzed Suzuki-Miyaura Cross-coupling Reactions." Thesis, 2012. http://ndltd.ncl.edu.tw/handle/63663577048686480474.

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碩士<br>國立中興大學<br>化學系所<br>100<br>Several diimines (Ar)2(C4N2H6), (3e, Ar=2,6-iPr2C6H3; 3f, Ar=2,4,6-Me3C6H2; 3g, Ar=C6H6; 3h, Ar=4-BrC6H4; 3i, Ar=4-tBuC6H4; 3j, Ar=4-OMeC6H4; 3k, Ar=2,6-Me2C6H3; 3l, Ar=2-iPrC6H4; 3m, Ar=2,4-Me2C6H3), and heteroatom-substituted secondary phosphine oxides (HASPO, (Ar)2(C4N2H6P(=O)H), (6e, Ar=2,6-iPr2C6H3; 6f, Ar=2,4,6-Me3C6H2 ), were prepared. The molecular structure of 6e was determined by single-crystal X-ray diffraction methods. The tautomeric character of compound 6e or 6f makes it an authentic electron-donating ligand as conventional phosphine. These N-P-N ty

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Liang, Ya-Han, and 梁雅涵. "Preparation and Application of Cyclic 1,2-Diamino Derivatives and N-P-N Type Secondary Phosphine Oxides as Ligands in Palladium Complexes Catalyzed Suzuki-Miyaura and Heck Cross-coupling Reactions." Thesis, 2012. http://ndltd.ncl.edu.tw/handle/03530131034773777292.

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碩士<br>國立中興大學<br>化學系所<br>100<br>A series of 1,2-diaminocyclohexane and o-phenylenediamine derivatives as diamine ligands (3a-3h) were prepared, and further reactions led to the formation of secondary phosphine oxides (SPOs, 4a-4c).The molecular structures of 4c and complexes 3a_Pd, 3b_Pd, 3c_Pd, 3d_Cu were determined by single crystal X-ray diffraction methods. After screening of the ligands, diamines showed better coordinating capacities toward the palladium salt. These ligands can stabilize the palladium complexes during the catalytic reactions. Catalysis of the Suzuki-Miyaura coupling reacti

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30

Prabhat, Kumar. "Synthesis and Studies of Dendritic Poly (Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens." Thesis, 2015. http://etd.iisc.ernet.in/2005/3917.

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Synthesis and Studies of Dendritic Poly(Ether Imine) Boronates and Cholesteryl-Functionalized Mesogens SYNOPSIS Dendrimers are hyperbranched synthetic macromolecules having branches-upon-branches structures, high molecular weights, globular shapes and monodispersities. Dendrimers possess a large number of modifiable functional groups at their peripheries. Initial efforts were largely concerned with the synthesis, design and development of new dendrimers. Exploring the chemical, biological and material applicability of these macromolecules are relevant to current interests, as a result of the u

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Oyeyiola, Felix Adetunji. "2-ARYL-6,8-Dibromoquinolinones as synthons for the synthesis of Polysubstituted 4-ARYL-6-Oxopyrrolo [3,2,1-ij] Quinolines." Thesis, 2015. http://hdl.handle.net/10500/21206.

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The known 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones 122 were dehydrogenated using thallium(III) p-tolylsulfonate in dimethoxyethane under reflux to afford the 2-aryl-6,8-dibromoquinolin-4(1H)-ones 136. Palladium-catalyzed Sonogashira cross-coupling of the 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones with terminal alkynes in the presence of PdCl2(PPh3)2-CuI (as homogeneous catalyst source) and 10% Pd/C-PPh3-CuI (as heterogeneous catalyst source) catalyst mixture and NEt3 as a base and co-solvent in ethanol under reflux afforded the corresponding 6,8-dialkynyl-2-aryl-2,3-dihydroqui

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