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Journal articles on the topic 'Cross-coupling Suzuki-Miyaura reaction'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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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

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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4

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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5

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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6

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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7

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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8

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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9

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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10

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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11

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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12

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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13

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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14

Kadu, Brijesh S. "Suzuki–Miyaura cross coupling reaction: recent advancements in catalysis and organic synthesis." Catalysis Science & Technology 11, no. 4 (2021): 1186–221. http://dx.doi.org/10.1039/d0cy02059a.

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15

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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16

Tyrol, Chet C., Nang S. Yone, Connor F. Gallin, and Jeffery A. Byers. "Iron-catalysed enantioconvergent Suzuki–Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes." Chemical Communications 56, no. 93 (2020): 14661–64. http://dx.doi.org/10.1039/d0cc05003b.

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17

Zhang, Yongda, Chris Senanayake, Kendricks Lao, et al. "Modular Dihydrobenzoazaphosphole Ligands for Suzuki–Miyaura Cross-Coupling." Synthesis 50, no. 22 (2018): 4429–34. http://dx.doi.org/10.1055/s-0037-1610158.

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A new family of dihydrobenzoazaphosphosphole ligands was prepared and shown to enable modification of the phosphine electronic character by variation of the N-substituent. This new family of phosphines was shown to be highly active in the Pd-catalyzed Suzuki–Miyaura cross-coupling reaction with hindered coupling partners.

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18

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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19

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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20

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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21

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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22

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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23

Zhang, Tianhao, Itsuki Nohira, and Naoto Chatani. "Nickel-catalyzed Suzuki–Miyaura cross-coupling of C–F bonds." Organic Chemistry Frontiers 8, no. 14 (2021): 3783–87. http://dx.doi.org/10.1039/d1qo00656h.

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The efficient Suzuki–Miyaura cross-coupling of ortho-fluoro aromatic amides with aryl boronates is described. The reaction proceeds effectively, even at 60 °C. The reaction exhibits a good tolerance for functional groups and a broad scope for aromatic amides.

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24

Dong, Ying, Jing-Jing Jv, Yue Li, et al. "Nickel-metalated porous organic polymer for Suzuki–Miyaura cross-coupling reaction." RSC Advances 9, no. 35 (2019): 20266–72. http://dx.doi.org/10.1039/c9ra03679b.

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25

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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26

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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27

Mathias, Fanny, Youssef Kabri, Maxime Crozet, and Patrice Vanelle. "Efficient Access to Original 6-Substituted 5-Nitro-2,3-dihydroimidazo[2,1-b]oxazoles." Synthesis 49, no. 12 (2017): 2775–85. http://dx.doi.org/10.1055/s-0036-1588984.

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A one-pot sequential intramolecular cyclization and Suzuki–Miyaura or Sonogashira reaction under microwave irradiation are reported in the 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole series. The intramolecular cyclization of 1-(2,4-dibromo-5-nitro-1H-imidazol-1-yl)propan-2-ol between the hydroxyethyl group and the bromine atom at the 2-position is carried out first, followed by optimization and generalization of the Suzuki–Miyaura and Sonogashira cross-coupling reactions of the bromine atom at the 4-position. The various boronic acids and alkynyl derivatives used to perform these palladium-cataly

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28

Sharma, Rakesh Kumar, Manavi Yadav, Rashmi Gaur, Yukti Monga, and Alok Adholeya. "Magnetically retrievable silica-based nickel nanocatalyst for Suzuki–Miyaura cross-coupling reaction." Catalysis Science & Technology 5, no. 5 (2015): 2728–40. http://dx.doi.org/10.1039/c4cy01736f.

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29

Lee, Tae-Kyung, Bikash Manandhar, Kara J. Kassees, and Jung-Mo Ahn. "Peptide Ligation via the Suzuki–Miyaura Cross-Coupling Reaction." Journal of Organic Chemistry 85, no. 3 (2019): 1376–84. http://dx.doi.org/10.1021/acs.joc.9b02313.

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30

Pandarus, Valerica, Geneviève Gingras, François Béland, Rosaria Ciriminna, and Mario Pagliaro. "Clean and fast cross-coupling of aryl halides in one-pot." Beilstein Journal of Organic Chemistry 10 (April 22, 2014): 897–901. http://dx.doi.org/10.3762/bjoc.10.87.

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Unsymmetrically coupled biaryls are synthesized in high yield starting from different aryl bromides and bis(pinacolato)diboron by carrying out the Miyaura borylation reaction followed by the Suzuki–Miyaura reaction in the same reaction pot over 1–2 mol % SiliaCat DPP-Pd. The SiliaCat DPP-Pd catalyst is air-stable and the method does not require the use of inert conditions. The use of non-toxic isopropanol or 2-butanol as reaction solvent further adds to the environmental benefits of this new green synthetic methodology.

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31

Dong, Ying, Jing-Jing Jv, Xiao-Wei Wu, Jing-Lan Kan, Ting Lin, and Yu-Bin Dong. "A palladium–carbon-connected organometallic framework and its catalytic application." Chemical Communications 55, no. 96 (2019): 14414–17. http://dx.doi.org/10.1039/c9cc07829k.

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32

Pijeat, Joffrey, Yannick J. Dappe, Pierre Thuéry, and Stéphane Campidelli. "Synthesis and Suzuki–Miyaura cross coupling reactions for post-synthetic modification of a tetrabromo-anthracenyl porphyrin." Organic & Biomolecular Chemistry 16, no. 43 (2018): 8106–14. http://dx.doi.org/10.1039/c8ob02150c.

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33

Chen, You, Hui Peng, Yun-Xiao Pi, et al. "Efficient phosphine ligands for the one-pot palladium-catalyzed borylation/Suzuki–Miyaura cross-coupling reaction." Organic & Biomolecular Chemistry 13, no. 11 (2015): 3236–42. http://dx.doi.org/10.1039/c4ob02436b.

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34

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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35

Shen, Hongyun, Chao Shen, Chao Chen, Anming Wang, and Pengfei Zhang. "Novel glycosyl pyridyl-triazole@palladium nanoparticles: efficient and recoverable catalysts for C–C cross-coupling reactions." Catalysis Science & Technology 5, no. 4 (2015): 2065–71. http://dx.doi.org/10.1039/c5cy00013k.

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36

Mohan, Anandhu, Lipeeka Rout, Anju Maria Thomas, et al. "Palladium nanoparticles-anchored dual-responsive SBA-15-PNIPAM/PMAA nanoreactor: a novel heterogeneous catalyst for a green Suzuki–Miyaura cross-coupling reaction." RSC Advances 10, no. 47 (2020): 28193–204. http://dx.doi.org/10.1039/d0ra05786j.

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37

Sherwood, James. "Suzuki–Miyaura cross coupling is not an informative reaction to demonstrate the performance of new solvents." Beilstein Journal of Organic Chemistry 16 (May 13, 2020): 1001–5. http://dx.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 regarding the usefulnes

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38

Ji, Hong, Li-Yang Wu, Jiang-Hong Cai, Guo-Rong Li, Na-Na Gan, and Zhao-Hua Wang. "Room-temperature borylation and one-pot two-step borylation/Suzuki–Miyaura cross-coupling reaction of aryl chlorides." RSC Advances 8, no. 25 (2018): 13643–48. http://dx.doi.org/10.1039/c8ra01381k.

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39

Rahman, Md, Jonathan Buchspies, and Michal Szostak. "N-Acylphthalimides: Efficient Acyl Coupling Reagents in Suzuki–Miyaura Cross-Coupling by N–C Cleavage Catalyzed by Pd–PEPPSI Precatalysts." Catalysts 9, no. 2 (2019): 129. http://dx.doi.org/10.3390/catal9020129.

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We report a general, highly selective method for Suzuki–Miyaura cross-coupling of N-acylphthalimides via N–C(O) acyl cleavage catalyzed by Pd–PEPPSI-type precatalysts. Of broad synthetic interest, the method introduces N-acylphthalimides as new, bench-stable, highly reactive, twist-controlled, amide-based precursors to acyl-metal intermediates. The reaction delivers functionalized biaryl ketones by acylative Suzuki–Miyaura cross-coupling with readily available boronic acids. Studies demonstrate that cheap, easily prepared, and broadly applicable Pd–PEPPSI-type precatalysts supported by a steri

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40

Liu, Yukun, та Ryan L. Hartman. "Reaction kinetics of a water-soluble palladium–β-cyclodextrin catalyst for a Suzuki–Miyaura cross-coupling in continuous flow". Reaction Chemistry & Engineering 4, № 7 (2019): 1341–46. http://dx.doi.org/10.1039/c9re00159j.

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41

Gai, Lizhi, Jingzhi Chen, Yue Zhao, John Mack, Hua Lu, and Zhen Shen. "Synthesis and properties of azulene-functionalized BODIPYs." RSC Advances 6, no. 38 (2016): 32124–29. http://dx.doi.org/10.1039/c6ra00743k.

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42

Asgari, M., R. Mirzazadeh, B. Larijani, P. Rashidi Ranjbar, R. Rahimi, and M. Mahdavi. "Palladium-Catalyzed Regioselective Heck–Suzuki–Miyaura Cascade Cyclization for the Synthesis of Trisubstituted Arylideneisoquinolinones." Synlett 30, no. 09 (2019): 1073–76. http://dx.doi.org/10.1055/s-0037-1611804.

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An Ugi four-component reaction was used to construct propargylamide starting materials for a subsequent domino Heck–Suzuki–Miyaura cross-coupling reaction to give derivatives of 4-benzylidene-1-oxo-3,4-dihydro-1H-isoquinoline.

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43

Indrigo, Eugenio, Jessica Clavadetscher, Sunay V. Chankeshwara, Annamaria Lilienkampf, and Mark Bradley. "Palladium-mediated in situ synthesis of an anticancer agent." Chemical Communications 52, no. 99 (2016): 14212–14. http://dx.doi.org/10.1039/c6cc08666g.

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44

Zhou, Hui, Chuanguang Wu, Qiaolin Wu, et al. "Palladium nanoparticles supported on a carbazole functionalized mesoporous organic polymer: synthesis and their application as efficient catalysts for the Suzuki–Miyaura cross coupling reaction." Polymer Chemistry 8, no. 9 (2017): 1488–94. http://dx.doi.org/10.1039/c6py01784c.

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Pd nanoparticles supported on a carbazole functionalized mesoporous organic polymer exhibit high performance in the Suzuki–Miyaura cross coupling reaction with good catalytic activity, substrate adaptability and recyclability.

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45

Lian, Ze-Yu, Jia Yuan, Meng-Qi Yan, et al. "2-Aryl-indenylphosphine ligands: design, synthesis and application in Pd-catalyzed Suzuki–Miyaura coupling reactions." Organic & Biomolecular Chemistry 14, no. 42 (2016): 10090–94. http://dx.doi.org/10.1039/c6ob01675h.

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46

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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47

Petran, Anca, Anamaria Terec, Elena Bogdan, Albert Soran, Eszter Lakatos, and Ion Grosu. "Thiophene-based macrocycles via the Suzuki–Miyaura cross coupling reaction." Tetrahedron 70, no. 38 (2014): 6803–9. http://dx.doi.org/10.1016/j.tet.2014.07.061.

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Hsu, Shao-Chien, Mogili Narsingam, Yi-Fang Lin, Feng-Lin Hsu, and Biing-Jiun Uang. "Synthesis of (±)-pterosin A via Suzuki–Miyaura cross-coupling reaction." Tetrahedron 69, no. 12 (2013): 2572–76. http://dx.doi.org/10.1016/j.tet.2013.01.055.

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Zhang, Hong-Ping, You-Zhi Dai, Xi Zhou, and Huang Yu. "Efficient Pyrimidone-Promoted Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction." Synlett 23, no. 08 (2012): 1221–24. http://dx.doi.org/10.1055/s-0031-1290885.

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Jonnalagadda, Subash C., Michael A. Corsello, Brandon R. Hetzell, and Venkatram R. Mereddy. "ChemInform Abstract: Synthetic Applications of Suzuki-Miyaura Cross-Coupling Reaction." ChemInform 43, no. 10 (2012): no. http://dx.doi.org/10.1002/chin.201210247.

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