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Journal articles on the topic 'Suzuki cross-coupling reaction'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

Akkarasamiyo, Sunisa, Somsak Ruchirawat, Poonsaksi Ploypradith та Joseph S. M. Samec. "Transition-Metal-Catalyzed Suzuki–Miyaura-Type Cross-Coupling Reactions of π-Activated Alcohols". Synthesis 52, № 05 (2020): 645–59. http://dx.doi.org/10.1055/s-0039-1690740.

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The Suzuki–Miyaura reaction is one of the most powerful tools for the formation of carbon–carbon bonds in organic synthesis. The utilization of alcohols in this powerful reaction is a challenging task. This short review covers progress in the transition-metal-catalyzed Suzuki–Miyaura-type cross-coupling reaction of π-activated alcohol, such as aryl, benzylic, allylic, propargylic and allenic alcohols, between 2000 and June 2019.1 Introduction2 Suzuki–Miyaura Cross-Coupling Reactions of Aryl Alcohols2.1 One-Pot Reactions with Pre-activation of the C–O Bond2.1.1 Palladium Catalysis2.1.2 Nickel

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2

Bhatt, Nikita, Smriti, Richa Khare, and Monika Kamboj. "Suzuki-Miyaura Cross Coupling Reaction in Various Green Media." Asian Journal of Chemistry 33, no. 9 (2021): 1976–84. http://dx.doi.org/10.14233/ajchem.2021.22584.

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Suzuki-Miyaura cross-coupling reaction is an efficient and utilized method for the direct formation of carbon-carbon bonds. The effectiveness and efficiency of Suzuki-Miyaura cross-coupling reaction and its applications have been the topic of interest for synthetic chemists for the last few decades. Green chemistry is the area where we use eco-friendly products. Suzuki coupling includes palladium or nickel catalyzed coupling reaction, which involves ester of boric acids or simply boric acids with the organic halides or pseudohalide. In recent years, these catalytic systems have been developed

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3

Franzén, Robert, and Youjun Xu. "Review on green chemistry Suzuki cross coupling in aqueous media." Canadian Journal of Chemistry 83, no. 3 (2005): 266–72. http://dx.doi.org/10.1139/v05-048.

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The Suzuki cross-coupling reaction is a very efficient, reliable, and environmentally friendly method for the introduction of novel carboncarbon bonds into molecules. This review summarizes recent advances in the use of the reaction in aqueous media with a focus on different types of ligands and the ligandless protocols currently in use. Several synthetic targets for the reaction have been mentioned. The work summarizes recent results from studies on asymmetric Suzuki reactions performed in organic aqueous mixed solvents.Key words: Suzuki reaction, green chemistry, metal-catalyzed cross-cou

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4

Çakır, Sinem, Serdar Batıkan Kavukcu, Hande Karabıyık, Senthil Rethinam, and Hayati Türkmen. "C(acyl)–C(sp²) and C(sp²)–C(sp²) Suzuki–Miyaura cross-coupling reactions using nitrile-functionalized NHC palladium complexes." RSC Advances 11, no. 60 (2021): 37684–99. http://dx.doi.org/10.1039/d1ra07231e.

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Nitrile-functionalized Pd(ii) complexes have evaluated for the Suzuki–Miyaura cross-coupling reactions. The highest TON value was reached for the acylative Suzuki–Miyaura cross-coupling reaction of acyl chlorides with phenylboronic acids.

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5

Kotha, Sambasivarao, Milind Meshram, and Nageswara Panguluri. "Advanced Approaches to Post-Assembly Modification of Peptides by Transition-Metal-Catalyzed Reactions." Synthesis 51, no. 09 (2019): 1913–22. http://dx.doi.org/10.1055/s-0037-1612418.

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We have summarized diverse synthetic approaches for the modification of peptides by employing transition-metal-catalyzed reactions. These methods can deliver unusual peptides suitable for peptidomimetics. To this end, several popular reactions such as Diels–Alder, 1,3-dipolar cycloaddition, [2+2+2] cyclotrimerization, metathesis, Suzuki–Miyaura cross-coupling, and Negishi coupling have been used to assemble modified peptides by post-assembly chemical modification strategies.1 Introduction2 Synthesis of a Cyclic α-Amino Acid Derivative via a Ring-Closing Metathesis Protocol3 Peptide Modificati

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6

M, Heravi; Majid, M. Malmir, and R. Moradi. "Recent advances in the applications of the intramolecular suzuki cross-coupling reaction in cyclization and heterocyclization: An update." Current Organic Chemistry 23, no. 22 (2019): 2469–88. https://doi.org/10.2174/1385272823666191023115842.

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The palladium-catalyzed reaction of aryl halide and boronic acid for the formation of C–C bonds so-called Suzuki–Miyaura cross-coupling reaction has many applications in Modern Synthetic Organic Chemistry. In 2013, we emphasized the applications of the intramolecular Suzuki cross-coupling reaction in cyclization and heterocyclization. Due to a plethora relevant papers appeared in the chemical literature, herein, we wish to cover by updating our previous review, the applications of the intramolecular Suzuki cross-coupling reaction in cyclization and heterocyclization leading to vari

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7

Friesen, Richard W., and Laird A. Trimble. "Comparison of the Suzuki cross-coupling reactions of 4,7-dichloroquinoline and 7-chloro-4-iodoquinoline with arylboronic acids using phosphine-free palladium catalysis in water." Canadian Journal of Chemistry 82, no. 2 (2004): 206–14. http://dx.doi.org/10.1139/v03-187.

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4,7-Dichloroquinoline (1a) and 7-chloro-4-iodoquinoline (1b) undergo Suzuki cross-coupling reactions with arylboronic acids catalyzed by phosphine-free palladium acetate in boiling water. Using phenylboronic acid (2), the reaction of 1a provides 7-chloro-4-phenylquinoline (3) (78%) together with diphenylquinoline (4) (12%), while 1b reacts in a much more regioselective fashion and provides 3 in 98% isolated yield. Although 1b undergoes a more regioselective Suzuki reaction than 1a, additional important observations are that the overall reaction of 1b with 2 is three times slower than 1a and th

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8

Singh Gujral, Sarbjeet, Smriti Khatri, Poornima Riyal, and Vinod Gahlot. "Suzuki Cross Coupling Reaction- A Review." Indo Global Journal of Pharmaceutical Sciences 02, no. 04 (2012): 351–67. http://dx.doi.org/10.35652/igjps.2012.41.

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Suzuki cross coupling reaction is one of the most famous reaction in the field of chemistry. It is a very effective method for making carbon – carbon bonds. It has been extensively utilized in the synthesis of many carbon molecules including the most complex ones. It also find application in the synthesis of compounds of biological sources like (+)-dynemicin, Adragmacidin F, Flurbiprofen, Felbinac, Fenbufen, Difunisal, Aporphinoids, Oximidine II, Nemertelline, Gymnocin A, Palytoxin, Michellamine, CP263,114, Halenaquinone, Brevetoxin, Yuehchukene, caparratriene etc which have been synthesized u

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9

Gujral, Sarbjeet Singh, Smriti Khatri, Poornima Riyal, and Vinod Gahlot. "ChemInform Abstract: Suzuki Cross-Coupling Reaction." ChemInform 44, no. 32 (2013): no. http://dx.doi.org/10.1002/chin.201332262.

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10

Vaaland, Ingrid Caroline, and Magne Olav Sydnes. "Consecutive Palladium Catalyzed Reactions in One-Pot Reactions." Mini-Reviews in Organic Chemistry 17, no. 5 (2020): 559–69. http://dx.doi.org/10.2174/1570193x16666190716150048.

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Combining palladium catalyzed reactions in one-pot reactions represents an efficient and economical use of catalyst. The Suzuki-Miyaura cross-coupling has been proven to be a reaction which can be combined with other palladium catalyzed reactions in the same pot. This mini-review will highlight some of the latest examples where Suzuki-Miyaura cross-coupling reactions have been combined with other palladium catalyzed reactions in one-pot reaction. Predominantly, examples with homogeneous reaction conditions will be discussed in addition to a few examples from the authors where Pd/C have been us

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11

Snieckus, Victor, and Claude Quesnelle. "The Directed ortho Metalation (DoM)–Cross-Coupling Connection: Synthesis of Polyfunctional Biaryls." Synthesis 50, no. 22 (2018): 4413–28. http://dx.doi.org/10.1055/s-0037-1610273.

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A comparative evaluation of the combined directed ortho metalation (DoM)–Suzuki–Miyaura and DoM–Negishi cross-coupling reactions with aryl triflates for the synthesis of substituted biaryls is described. Both ortho-zinc and ortho-boron aryl directed metalation group (DMG = CON(i-Pr)2, OCONEt2, OMOM, NHBoc) substrates were evaluated. The superiority of the DoM–Negishi over the DoM–Suzuki–Miyaura reaction in operational convenience and mild reaction conditions is noted. Orthogonal Negishi and Suzuki–Miyaura with Corriu–Kumada reactions for the synthesis of a teraryl derivative is also reported.

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12

Len, Christophe. "Catalysts for Suzuki–Miyaura Coupling Reaction." Catalysts 10, no. 1 (2020): 50. http://dx.doi.org/10.3390/catal10010050.

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13

M. Heravi, Majid, Masoumeh Malmir, and Razieh Moradi. "Recent Advances in the Applications of the Intramolecular Suzuki Cross-coupling Reaction in Cyclization and Heterocyclization: An Update." Current Organic Chemistry 23, no. 22 (2020): 2469–88. http://dx.doi.org/10.2174/1385272823666191023115842.

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: The palladium-catalyzed reaction of aryl halide and boronic acid for the formation of C–C bonds so-called Suzuki–Miyaura cross-coupling reaction has many applications in Modern Synthetic Organic Chemistry. In 2013, we emphasized the applications of the intramolecular Suzuki cross-coupling reaction in cyclization and heterocyclization. Due to a plethora relevant papers appeared in the chemical literature, herein, we wish to cover by updating our previous review, the applications of the intramolecular Suzuki cross-coupling reaction in cyclization and heterocyclization leading to various homocy

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14

D’Andrea, Laura, and Casper Steinmann. "Pd EnCat™ 30 Recycling in Suzuki Cross-Coupling Reactions." Organics 5, no. 4 (2024): 443–49. http://dx.doi.org/10.3390/org5040023.

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Pd EnCat™ 30 is a palladium catalyst broadly used in several hydrogenation and cross-coupling reactions. It is known for its numerous beneficial features, which include high-yielding performance, easy recovery, and reusability. However, the available data regarding its recyclability in Suzuki coupling reactions are limited to a few reaction cycles and, therefore, fail to explore its full potential. Our work focuses on investigating the extent of Pd EnCat™ 30 reusability in Suzuki cross-coupling reactions by measuring its performance according to isolated yields of product. Our findings demonst

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15

Boruah, Preeti Rekha, Abdul Aziz Ali, Bishwajit Saikia, and Diganta Sarma. "A novel green protocol for ligand free Suzuki–Miyaura cross-coupling reactions in WEB at room temperature." Green Chemistry 17, no. 3 (2015): 1442–45. http://dx.doi.org/10.1039/c4gc02522a.

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A highly efficient green protocol for palladium acetate-catalysed ligand-free Suzuki–Miyaura cross-coupling reactions in neat ‘water extract of banana (WEB)’ was developed. Suzuki–Miyaura reaction proceeds in WEB at very short reaction times under ‘ligand/external base/external promoters/organic medium’ free conditions.

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16

Kotha, Sambasivarao, Milind Meshram, and Chandravathi Chakkapalli. "Synergistic approach to polycycles through Suzuki–Miyaura cross coupling and metathesis as key steps." Beilstein Journal of Organic Chemistry 14 (September 21, 2018): 2468–81. http://dx.doi.org/10.3762/bjoc.14.223.

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This account provides an overview of recent work, including our own contribution dealing with Suzuki–Miyaura cross coupling in combination with metathesis (or vice-versa). Several cyclophanes, polycycles, macrocycles, spirocycles, stilbenes, biaryls, and heterocycles have been synthesized by employing a combination of Suzuki cross-coupling and metathesis. Various popular reactions such as Diels–Alder reaction, Claisen rearrangement, cross-metathesis, and cross-enyne metathesis are used. The synergistic combination of these powerful reactions is found to be useful for the construction of comple

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17

Wang, Tao, Shuwu Yang, Silin Xu, Chunyu Han, Ge Guo, and Junfeng Zhao. "Palladium catalyzed Suzuki cross-coupling of benzyltrimethylammonium salts via C–N bond cleavage." RSC Advances 7, no. 26 (2017): 15805–8. http://dx.doi.org/10.1039/c7ra02549a.

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A Pd catalyzed Suzuki cross-coupling of a benzyltrimethylammonium salt is described. This reaction offers a highly efficient approach to diarylmethanes and also paves the way for the application of benzyltrimethylammonium salts in Pd catalyzed cross-coupling reactions.

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18

Zhang, Yujun, Hui Teng, Junpeng Chen, et al. "Application of Palladium Single Atoms in C−C Coupling Reactions of Pharmaceutical Synthesis." Advances in Computer and Engineering Technology Research 1, no. 1 (2023): 192. http://dx.doi.org/10.61935/acetr.1.1.2023.p192.

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Designing highly active and structurally well-defined catalysts while reducing the amount of catalyst has become a key issue in heterogeneous catalytic reactions. In this study, palladium single-atom catalysts were prepared for efficient catalysis in the Suzuki cross-coupling reaction of iodobenzene and phenylboronic acid, which was prepared by one-step high-temperature pyrolysis. The palladium single-atom catalysts have high activity as well as stability in Suzuki cross-coupling reactions and have great potential in catalyzing organic reactions.

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19

Chauhan, M. H., and N. L. Solanki. "Synthesis and Biological Evaluation of Biphenyl Derivatives of Hydrazine via Palladium Catalyzed Suzuki-Miyaura Coupling Reaction." Asian Journal of Organic & Medicinal Chemistry 7, no. 3 (2022): 265–69. http://dx.doi.org/10.14233/ajomc.2022.ajomc-p395.

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Generally, several methods for the construction of biphenyls, including Stille coupling, GombergBachmann reaction, Ullmann reaction and Suzuki-Miyaura cross-coupling are reported. In present research, considering the particularities of these methods and the characteristics of the target compounds by Suzuki-Miyaura cross-coupling reaction. To investigate the optimal conditions, a model reaction was performed using 1-bromo-4-iodobenzene and phenyl boronic acid under different conditions. The products were characterized by FT-IR, mass, 1H NMR and 13C NMR spectroscopy.

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20

Cammidge, Andrew N., and Karen V. L. Crépy. "The first asymmetric Suzuki cross-coupling reaction." Chemical Communications, no. 18 (2000): 1723–24. http://dx.doi.org/10.1039/b004513f.

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21

Basavaraju, Girish, and Ravishankar Rajanna. "Flow Process Development and Optimization of A Suzuki-Miyaura Cross Coupling Reaction using Response Surface Methodology." Bulletin of Chemical Reaction Engineering & Catalysis 15, no. 3 (2020): 604–16. http://dx.doi.org/10.9767/bcrec.15.3.8229.604-616.

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A custom-made tubular flow reactor was utilized to develop a mathematical model and optimize the Suzuki-Miyaura cross coupling reaction. In this study, the experimentation was designed and executed through the statistical design of experiments (DoE) approach via response surface methodology. The effect of molar ratios of phenylboronic acid (1) and 4-bromophenol (2), temperature, the catalyst tetrakis(triphenylphosphine)palladium, and equivalence of aqueous tripotassium phosphate was studied in detail. The flow reactor profile was in good agreement with batch conditions and significant improvem

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22

Snieckus, Victor, and Claude Quesnelle. "Directed ortho Metalation (DoM)-Linked Corriu–Kumada, Negishi, and Suzuki–Miyaura Cross-Coupling Protocols: A Comparative Study." Synthesis 50, no. 22 (2018): 4395–412. http://dx.doi.org/10.1055/s-0037-1611053.

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A systematic study of the widely used, titled name reaction transition-metal-catalyzed cross-coupling reactions with attention to context with the directed ortho metalation (DoM) is reported. In general, the Suzuki–Miyaura and Negishi protocols show greater scope and better yields than the Corriu–Kumada variant, although the latter qualitatively proceeds at fastest rate but has low functional group tolerance. The Negishi process is shown to be useful for substrates with nucleophile and base-sensitive functionality and it is comparable to the Suzuki–Miyaura reaction in efficiency. The link of t

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23

Rocard, Lou, and Piétrick Hudhomme. "Recent Developments in the Suzuki–Miyaura Reaction Using Nitroarenes as Electrophilic Coupling Reagents." Catalysts 9, no. 3 (2019): 213. http://dx.doi.org/10.3390/catal9030213.

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Palladium-catalyzed cross-coupling reactions are nowadays essential in organic synthesis for the construction of C–C, C–N, C–O, and other C-heteroatom bonds. The 2010 Nobel Prize in Chemistry to Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki was awarded for the discovery of these reactions. These great advances for organic chemists stimulated intense research efforts worldwide dedicated to studying these reactions. Among them, the Suzuki–Miyaura coupling (SMC) reaction, which usually involves an organoboron reagent and an organic halide or triflate in the presence of a base and a palladium

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24

Rajeev, Ranjan Jha, Chaudhary Ritu, Chandra Ramesh, and Kumar Verma Akhilesh. "Benzotriazole : An efficient, inexpensive and phosphine-free ligand for the palladium-catalyzed Suzuki-Miyaura reaction." Journal of Indian Chemical Society Vol. 88, Aug 2011 (2011): 1187–94. https://doi.org/10.5281/zenodo.5786073.

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Department of Chemistry, University of Delhi, Delhi-110 007, India <em>E-mail</em> : averma@acbr.du.ac.in Dr. B. R. Ambedkar Center for Biomedical Research, University of Delhi, Delhi-110 007, India <em>Manuscript received 11 March 2011, accepted 18 March 2011</em> Benzotriazole has been disclosed as an efficient and inexpensive ligand for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of arylhalides with arylboronic acids. This preparative convenient system afforded the corresponding coupling products, biaryls and terphenyls in good to excellent yields.

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25

Fan, Guozhi, Hanjun Zhang, Siqing Cheng, Zhandong Ren, Zhijun Hu, and Zilan Wang. "Lewis Acid-Promoted Suzuki Reaction using Palladium Chloride Anchored on a Polymer as a Catalyst." Australian Journal of Chemistry 61, no. 8 (2008): 610. http://dx.doi.org/10.1071/ch08066.

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Palladium chloride anchored on polystyrene modified by 5-amino-1,10-phenanthroline was prepared and used as an efficient recoverable catalyst for Suzuki cross-coupling reactions. The heterogeneous catalysts can be easily separated from the reaction mixture and reused for five cycles without significant Pd leaching and loss of catalytic activity. Rate enhancement in the Suzuki reaction by Lewis acids was also studied.

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26

Jadhav, Sanjay N., Arjun S. Kumbhar, Chadrashekhar V. Rode, and Rajashri S. Salunkhe. "Ligand-free Pd catalyzed cross-coupling reactions in an aqueous hydrotropic medium." Green Chemistry 18, no. 7 (2016): 1898–911. http://dx.doi.org/10.1039/c5gc02314a.

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A simple, efficient and ligand-free protocol for the Suzuki–Miyaura reaction and base-free Heck–Matsuda reactions under mild reaction conditions has been developed over palladium supported on activated carbon (Pd/C) in an aqueous hydrotropic solution.

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27

Khabiyev, A. T., and B. S. Selenova. "Palladium(II)-catalyzed Suzuki–Miyaura Reactions of Arylboronic Acid with Aryl Halide in the Presence of Aryl-Ferrocenyl-Phosphines." Eurasian Chemico-Technological Journal 16, no. 1 (2013): 79. http://dx.doi.org/10.18321/ectj172.

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<p>This study examined investigation of catalytic activity of aryl-ferrocenyl-phosphine (2-methoxyphenyl diferrocenyl phosphine (cat. 1), 2-tert-butyloxyphenyl diferrocenyl phosphine (cat. 2), 2-methoxynaphtyl diferrocenyl phosphine (cat. 3), 1,1’-bis(diphenylphosphino) ferrocene (cat. 4), phenyl diferrocenyl phosphine (cat. 5)) ligands with palladium salts as precursors in Suzuki–Miyaura reaction. Suzuki–Miyaura reaction is one of the important cross-coupling reactions and extremely powerful in forming C–C bonds. Aryl-ferrocenyl-phosphine ligands confer unprecedented activity for these

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Said, Khemais, Ali Mesni, and Ridha B. Salem. "Antioxidant Properties of Synthesis Nanometallic Pd-Ni@2- Mercaptoethanol as Effective Catalyst for Suzuki-Miyaura Reactions." Letters in Organic Chemistry 17, no. 1 (2019): 36–45. http://dx.doi.org/10.2174/1570178616666190319160151.

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The palladium-catalyzed Suzuki coupling reaction is one of the most effcient strategies for constructing a carbon-carbon bond. In recent years, bimetallic catalysts have become candidates for the Suzuki coupling reaction. In this work, Pd-Ni@2-Mercaptoethanol nanoparticles were synthesized for the Suzuki-Miyaura cross-coupling of arylboronic acids with aryl bromides, in the N,Ndimethylformamide/ water mixture catalyzed by Pd-Ni: A simple and efficient reaction performed in a solvent, without a ligand, and in open air. We found that the Suzuki-Miyaura reactions are remarkably fast (5 min), with

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29

Niwa, Takashi, Yuta Uetake, Motoyuki Isoda, et al. "Lewis acid-mediated Suzuki–Miyaura cross-coupling reaction." Nature Catalysis 4, no. 12 (2021): 1080–88. http://dx.doi.org/10.1038/s41929-021-00719-6.

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AbstractThe palladium-catalysed Suzuki–Miyaura cross-coupling reaction of organohalides and organoborons is a reliable method for carbon–carbon bond formation. This reaction involves a base-mediated transmetalation process, but the presence of a base also promotes competitive protodeborylation. Herein, we established a Suzuki–Miyaura cross-coupling reaction via Lewis acid-mediated transmetalation of an organopalladium(II) intermediate with organoborons. Experimental and theoretical investigations indicate that the controlled release of the transmetalation-active intermediate enables base-indep

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30

Venkata Krishna Reddy, Motakatla, Peddiahgari Vasu Govardhana Reddy, and Cirandur Suresh Reddy. "PEPPSI-SONO-SP2: a new highly efficient ligand-free catalyst system for the synthesis of tri-substituted triazine derivatives via Suzuki–Miyaura and Sonogashira coupling reactions under a green approach." New Journal of Chemistry 40, no. 6 (2016): 5135–42. http://dx.doi.org/10.1039/c5nj03299g.

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31

Li, Fawang, Quan Ling Suo, Hai Long Hong, and Li Min Han. "Synthesis of Phenylferrocene in Supercritical Carbon Dioxide." Advanced Materials Research 550-553 (July 2012): 639–42. http://dx.doi.org/10.4028/www.scientific.net/amr.550-553.639.

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The environmentally benign Suzuki cross-coupling reaction was developed by using ScCO2(Supercritical CO2) instead of traditionally organic solvent. In the paper the compound phenylferrocene was synthesized by the Suzuki cross-coupling reaction of iodoferrocene and phenylboronic acids in ScCO2/PEG (polyethylene glycol) with excellent yield ratio in the presence of ligand-free Pd/C catalyst and K2CO3.1.5H2O as base. The Pd/C catalyst can be reused by simply washing sequence and CO2can be recycled after depressurization. The catalytic reaction conditions were optimized in the reaction using ScCO2

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32

Sarkar, Shaheen M., Md Lutfor Rahman, and Mashitah Mohd Yusoff. "Heck, Suzuki and Sonogashira cross-coupling reactions using ppm level of SBA-16 supported Pd-complex." New Journal of Chemistry 39, no. 5 (2015): 3564–70. http://dx.doi.org/10.1039/c4nj02319f.

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33

Kojima, Tatsuo, Shuichi Hiraoka, and Kazuho Ogata. "Selective Preparation of C 2v -Symmetric Hexaphenylbenzene Derivatives through Sequential Suzuki Coupling." Synlett 29, no. 12 (2018): 1597–600. http://dx.doi.org/10.1055/s-0037-1610024.

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We have developed effective reaction conditions for the Suzuki cross-coupling of chlorinated hexaphenylbenzene derivatives. A chloro group on a hexaphenylbenzene framework exhibits a low reactivity to Suzuki cross-coupling, and only nickel catalysts bearing alkyl-substituted phosphine ligands achieved the coupling. With this as a key step, we succeeded in the selective preparation of a C 2v -symmetric hexaphenylbenzene derivative containing two kinds of aryl group.

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34

Ashikari, Yosuke, Kei Maekawa, Mai Ishibashi, et al. "Stille, Heck, and Sonogashira coupling and hydrogenation catalyzed by porous-silica-gel-supported palladium in batch and flow." Green Processing and Synthesis 10, no. 1 (2021): 722–28. http://dx.doi.org/10.1515/gps-2021-0069.

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Abstract Owing to their recyclability, heterogeneous transition metal catalysts represent a means of conserving depletable resources for the synthesis of pharmaceutical, agricultural, and functional chemicals. We recently developed a novel heterogeneous palladium catalyst and demonstrated its synthetic availability for Suzuki–Miyaura cross-coupling. Herein, we report the further application of the present catalyst to cross-coupling reactions in batch and flow, as well as a hydrogenative reduction reaction in flow. We demonstrate the flow synthesis for useful material, a liquid crystal, and a 1

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35

Elazab, Hany A., Ali R. Siamaki, B. Frank Gupton, and M. Samy El-Shall. "Pd-Fe3O4/RGO: a Highly Active and Magnetically Recyclable Catalyst for Suzuki Cross Coupling Reaction using a Microfluidic Flow Reactor." Bulletin of Chemical Reaction Engineering & Catalysis 14, no. 3 (2019): 478. http://dx.doi.org/10.9767/bcrec.14.3.3518.478-489.

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There are several crucial issues that need to be addressed in the field of applied catalysis. These issues are not only related to harmful environmental impact but also include process safety concerns, mass and heat transfer limitations, selectivity, high pressure, optimizing reaction conditions, scale-up issues, reproducibility, process reliability, and catalyst deactivation and recovery. Many of these issues could be solved by adopting the concept of micro-reaction technology and flow chemistry in the applied catalysis field. A microwave assisted reduction technique has been used to prepare

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36

Bai, L., and J. Wang. "Environmentally Friendly Suzuki Aryl-Aryl Cross-Coupling Reaction." Current Organic Chemistry 9, no. 6 (2005): 535–53. http://dx.doi.org/10.2174/1385272053544407.

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37

Smith, George B., George C. Dezeny, David L. Hughes, Anthony O. King, and Thomas R. Verhoeven. "Mechanistic Studies of the Suzuki Cross-Coupling Reaction." Journal of Organic Chemistry 59, no. 26 (1994): 8151–56. http://dx.doi.org/10.1021/jo00105a036.

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38

Pan, Changduo, Miaochang Liu, Lin Zhang, Huayue Wu, Jinchang Ding, and Jiang Cheng. "Palladium catalyzed ligand-free Suzuki cross-coupling reaction." Catalysis Communications 9, no. 4 (2008): 508–10. http://dx.doi.org/10.1016/j.catcom.2007.06.022.

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39

Bézier, David, and Christophe Darcel. "Retraction: Iron-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction." Advanced Synthesis & Catalysis 351, no. 11-12 (2009): 1732–36. http://dx.doi.org/10.1002/adsc.200900281.

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Bézier, David, and Christophe Darcel. "Retraction: Iron-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction." Advanced Synthesis & Catalysis 352, no. 6 (2010): 1081. http://dx.doi.org/10.1002/adsc.201090010.

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Sharif, Muhammad, Khurram Shoaib, Shahzad Ahmed, et al. "Synthesis of functionalised fluorinated pyridine derivatives by site-selective Suzuki-Miyaura cross-coupling reactions of halogenated pyridines." Zeitschrift für Naturforschung B 72, no. 4 (2017): 263–79. http://dx.doi.org/10.1515/znb-2016-0213.

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AbstractThe Suzuki-Miyaura reaction of 2,6-dichloro-3-(trifluoromethyl)pyridine with 1 equiv of arylboronic acids resulted in site-selective formation of 2-aryl-6-chloro-3-(trifluoromethyl)pyridine. Due to electronic reasons, the reaction takes place at the sterically more hindered position. The selectivity was rationalised by DFT calculations. The one-pot reaction with two different arylboronic acids afforded 2,6-diaryl-3-(trifluoromethyl)pyridine containing two different aryl substituents. The reactions proceeded smoothly in the absence of phosphine ligands. In addition, Suzuki-Miyaura react

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Onnuch, Polpum, Kranthikumar Ramagonolla, and Richard Y. Liu. "Aminative Suzuki–Miyaura coupling." Science 383, no. 6686 (2024): 1019–24. http://dx.doi.org/10.1126/science.adl5359.

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The Suzuki–Miyaura and Buchwald–Hartwig coupling reactions are widely used to form carbon-carbon (C–C) and carbon-nitrogen (C–N) bonds, respectively. We report the incorporation of a formal nitrene insertion process into the Suzuki–Miyaura reaction, altering the products from C–C–linked biaryls to C–N–C–linked diaryl amines and thereby joining the Suzuki–Miyaura and Buchwald–Hartwig coupling pathways to the same starting-material classes. A combination of a bulky ancillary phosphine ligand on palladium and a commercially available amination reagent enables efficient reactivity across aryl hali

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Lee, Shao-Chi, Lin Guo, and Magnus Rueping. "Nickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction." Chemical Communications 55, no. 99 (2019): 14984–87. http://dx.doi.org/10.1039/c9cc07558e.

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Mukai, Shoma, and Yusuke Yamada. "Catalyst Recycling in the Suzuki Coupling Reaction: Toward a Greener Synthesis in the Pharmaceutical Industry." Knowledge 3, no. 1 (2022): 1–17. http://dx.doi.org/10.3390/knowledge3010001.

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The Suzuki coupling is a transition metal-catalyzed, cross-coupling carbon–carbon (C–C) bond forming reaction between organic boron compounds and organic halides. As an operationally simple and versatilely applicable procedure, the Suzuki coupling reaction has found immense applications in drug discovery and development in the pharmaceutical industry. Recently, the topic of catalyst recycling has undergone intensive investigations with ever-growing interest in eco-friendly and sustainable synthesis. To recapitulate the latest progress in catalyst recycling in the Suzuki coupling reaction, this

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Wu, Li, Bin Yuan, Mengmeng Liu, et al. "A facile synthesis of a solvent-dispersible magnetically recoverable Pd0 catalyst for the C–C coupling reaction." RSC Advances 6, no. 61 (2016): 56028–34. http://dx.doi.org/10.1039/c6ra11674d.

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A Pd<sup>0</sup>/Fe<sub>3</sub>O<sub>4</sub>-DA/DMG catalyst exhibited excellent catalytic activity toward the Suzuki, Heck and Kumada cross coupling reaction with a high yield. It is an especially efficient catalyst for Suzuki and Heck coupling in water.

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James, Sherwood. "Suzuki–Miyaura cross coupling is not an informative reaction to demonstrate the performance of new solvents." Journal of Organic Chesmistry 16 (May 13, 2020): 1001–5. https://doi.org/10.3762/bjoc.16.89.

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The development and study of new solvents has become important due to a proliferation of regulations preventing or limiting the use of many conventional solvents. In this work, the suitability of the Suzuki–Miyaura reaction to demonstrate the usefulness of new solvents was evaluated, including Cyrene™, dimethyl isosorbide, ethyl lactate, 2-methyltetrahydrofuran (2-MeTHF), propylene carbonate, and γ-valerolactone (GVL). It was found that the cross coupling is often unaffected by the choice of solvent, and therefore the Suzuki–Miyaura reaction provides limited information

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Tindale, Jocelyn J., and Paul J. Ragogna. "Ionophilic phosphonium-appended carbopalladacycle catalyst for Suzuki–Miyaura and Heck cross-coupling catalysis." Canadian Journal of Chemistry 88, no. 1 (2010): 27–34. http://dx.doi.org/10.1139/v09-149.

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An ionic liquid, covalently tethered to an efficient transition-metal catalyst in the presence of an ionic liquid reaction medium, can utilize ionophilic interactions to improve catalyst activity, recyclability, and product isolation while decreasing catalyst leaching. Given the greater stability of phosphonium salts in comparison to imidazolium ionic liquids under basic conditions, phosphonium-tagged oxime carbopalladacycle salts were prepared and employed in both Heck and Suzuki–Miyaura reactions. The desired product was obtained in good yields for up to four catalyst cycles in the case of t

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Štambaský, Jan, Andrei V. Malkov, and Pavel Kočovský. "Preparation of Boc-Protected Cinnamyl-Type Alcohols: A Comparison of the Suzuki-Miyaura Coupling, Cross-Metathesis, and Horner-Wadsworth-Emmons Approaches and Their Merit in Parallel Synthesis." Collection of Czechoslovak Chemical Communications 73, no. 5 (2008): 705–32. http://dx.doi.org/10.1135/cccc20080705.

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Three synthetic strategies for the construction of tert-butyl (E)-3-arylprop-2-en-1-ol carbonates are described. Complementary approaches employing Suzuki-Miyaura coupling and cross-metathesis reaction gave moderate yields of the title compounds in one-step, both methods are suitable for high-throughput and parallel chemistry. A detailed investigation into the Suzuki-Miyaura coupling reaction is provided along with the studies on the synthesis of pinacolyl 1-(tert-butyloxycarbonyl)propenol-3-ylboronate, the key building block. Conventional synthesis of the title compounds via the Horner-Wadswo

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Ökten, Salih, Yavuz Derin, Raşit Fikret Yilmaz, and Ahmet Tutar. "Synthesis and characterization of novel 5-substituted indanones via Suzuki coupling reactions." Journal of Physics: Conference Series 2944, no. 1 (2025): 012014. https://doi.org/10.1088/1742-6596/2944/1/012014.

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Abstract 1-Indanone and its derivatives are well known for their diverse biological activities, making them valuable scaffolds in drug design and medicinal chemistry. Among the various synthetic methodologies available for modifying such structures, the Suzuki-Miyaura cross-coupling reaction is a prominent approach for constructing carbon-carbon bonds. In this study, the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of 5-bromo-1-indanone with four different boronic acids—phenylboronic acid, 4-methoxyphenylboronic acid, 4-thiomethylphenylboronic acid, and 4-ethylphenylboronic acid—

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Ma, Hongpeng, Chaolumen Bai, and Yong-Sheng Bao. "Heterogeneous Suzuki–Miyaura coupling of heteroaryl ester via chemoselective C(acyl)–O bond activation." RSC Advances 9, no. 30 (2019): 17266–72. http://dx.doi.org/10.1039/c9ra02394a.

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