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Journal articles on the topic 'Buchwald-Hartwig reaction'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 April 2022

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1

Heravi, Majid M., Zohreh Kheilkordi, Vahideh Zadsirjan, Masumeh Heydari, and Masoumeh Malmir. "Buchwald-Hartwig reaction: An overview." Journal of Organometallic Chemistry 861 (April 2018): 17–104. http://dx.doi.org/10.1016/j.jorganchem.2018.02.023.

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2

Mishra, Vaibhav, and Tejpal Singh Chundawat. "Pd Catalyzed N1/N4 Arylation of Piperazine for Synthesis of Drugs, Biological and Pharmaceutical Targets: An Overview of Buchwald Hartwig Amination Reaction of Piperazine in Drug Synthesis." Current Organic Synthesis 15, no. 2 (2018): 208–20. http://dx.doi.org/10.2174/1570179415666171206151603.

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Background: Substituted piperazine heterocycles are among the most significant structural components of pharmaceuticals. N1/N4 substituted piperazine containing drugs and biological targets are ranked 3rd in the top most frequent nitrogen heterocycles in U.S. FDA approved drugs. The high demand of N1/N4 substituted piperazine containing biologically active compounds and U.S. FDA approved drugs, has prompted the development of Pd catalyzed C-N bond formation reactions for their synthesis. Buchwald-Hartwig reaction is the key tool for the synthesis of these compounds. Objective: This review prov

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3

Laschat, Sabine, Philipp Seubert, Marcel Freund, et al. "Buchwald–Hartwig versus Microwave-Assisted Amination of Chloroquinolines: En Route to the Pyoverdin Chromophore." Synlett 31, no. 12 (2020): 1177–81. http://dx.doi.org/10.1055/s-0040-1707810.

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The reaction of 2-chloro-6,7-dimethoxy-3-nitroquinoline with a series of amines and aminoalkanoates under basic microwave-mediated conditions and under Buchwald–Hartwig amination conditions is reported. The microwave irradiation favored the reaction with amines, resulting in yields of up to 80%, whereas amino acid functionalization gave yields comparable to those of Buchwald–Hartwig amination. tert-Butyl (2R)-4-[(6,7-dimethoxy-3-nitroquinolin-2-yl)amino]-2-hydroxybutanoate was successfully cyclized to the pyoverdin chromophore, a subunit of siderophores.

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4

Kimyashov, Alexander A., Alexander V. Syromolotov, and Dmitry S. Ryashincev. "Study of Buchwald-Hartwig reaction with catalysts based on monovalent copper." Butlerov Communications 58, no. 4 (2019): 62–65. http://dx.doi.org/10.37952/roi-jbc-01/19-58-4-62.

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Many natural substances and drugs includes N-aryl-substituted heterocycles. These substances can be synthesized in various conditions, one of which is the amination of Buchwald-Hartwig. In this reaction formation of N-substituted anilines was observed as the resalt of the interaction between aryl halides and tin amides in palladium catalysis condition. It was discovered by Buchwald and Hartwig in 1994. In 1996, toxic amides of tin and P(o-Tol)3 were replaced by amines and chelating diphosphines. Due to high yields and good reproducibility, Buchwald-Hartwig amination is the attractive method fo

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5

Beverina, Luca, Luca Vaghi, Alessandro Sanzone, Mauro Sassi, Simone Pagani, and Antonio Papagni. "Synthesis of Fluorinated Acridines via Sequential Micellar Buchwald–Hartwig Amination/Cyclization of Aryl Bromides." Synthesis 50, no. 08 (2018): 1621–28. http://dx.doi.org/10.1055/s-0036-1591937.

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Fluorinated unsymmetrical acridines are efficiently prepared by means of a tandem micellar Buchwald–Hartwig amination followed by an acid-promoted cyclization. The overall process is advantageous with respect to previously described protocols both in terms of efficiency and sustainability. The role of the cosolvent in the amination step is highlighted, demonstrating that rather than resorting to highly expensive catalysts, Buchwald–Hartwig aminations can be straightforwardly carried out by tuning the reaction site polarity.

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6

Sá, Sofia, Manoj B. Gawande, Alexandre Velhinho, et al. "Magnetically recyclable magnetite–palladium (Nanocat-Fe–Pd) nanocatalyst for the Buchwald–Hartwig reaction." Green Chem. 16, no. 7 (2014): 3494–500. http://dx.doi.org/10.1039/c4gc00558a.

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7

Liu, Yan, Jia Yuan, Zi-Fei Wang, et al. "Application of a 2-aryl indenylphosphine ligand in the Buchwald–Hartwig cross-coupling reactions of aryl and heteroaryl chlorides under the solvent-free and aqueous conditions." Organic & Biomolecular Chemistry 15, no. 27 (2017): 5805–10. http://dx.doi.org/10.1039/c7ob01199g.

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An efficient solvent-free and aqueous protocol for the Buchwald–Hartwig cross-coupling reaction has been developed. Notably, the catalytic system also efficiently catalyzed the reaction under aqueous conditions.

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8

Ageshina, Alexandra A., Grigorii K. Sterligov, Sergey A. Rzhevskiy, et al. "Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald–Hartwig reaction under solvent-free conditions." Dalton Transactions 48, no. 10 (2019): 3447–52. http://dx.doi.org/10.1039/c9dt00216b.

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9

Arisawa, Mitsuhiro, Mohammad Al-Amin, Tetsuo Honma, et al. "Formation of self-assembled multi-layer stable palladium nanoparticles for ligand-free coupling reactions." RSC Advances 5, no. 1 (2015): 676–83. http://dx.doi.org/10.1039/c4ra11215f.

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10

Saikia, Pallabi, Gitarthi Sharma, Sanjib Gogoi, and Romesh C. Boruah. "Cascade imination, Buchwald–Hartwig cross coupling and cycloaddition reaction: synthesis of pyrido[2,3-d]pyrimidines." RSC Advances 5, no. 30 (2015): 23210–12. http://dx.doi.org/10.1039/c5ra00725a.

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11

Giustiniano, M., V. Mercalli, E. Novellino, and G. C. Tron. "An efficient synthesis of 1-arylindazole-3-carboxamides using nitrile imines, isocyanides and 2-hydroxymethylbenzoic acid, followed by a chemoselective Buchwald–Hartwig intramolecular cyclization." RSC Advances 6, no. 41 (2016): 34913–20. http://dx.doi.org/10.1039/c6ra01442a.

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12

Thomas, Gilian T., Eric Janusson, Harmen S. Zijlstra, and J. Scott McIndoe. "Step-by-step real time monitoring of a catalytic amination reaction." Chemical Communications 55, no. 78 (2019): 11727–30. http://dx.doi.org/10.1039/c9cc05076k.

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The multiple reaction monitoring mode of a triple quadrupole mass spectrometer is used to examine the Buchwald–Hartwig amination reaction in real-time using sequential addition of reagents to probe the individual steps in the cycle.

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13

Grisorio, Roberto, and Gian Paolo Suranna. "Catalyst-transfer polymerization of arylamines by the Buchwald–Hartwig cross-coupling." Polymer Chemistry 10, no. 15 (2019): 1947–55. http://dx.doi.org/10.1039/c8py01646a.

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14

Bhosale, Manohar A., and Bhalchandra M. Bhanage. "A facile one-step approach for the synthesis of uniform spherical Cu/Cu2O nano- and microparticles with high catalytic activity in the Buchwald–Hartwig amination reaction." RSC Adv. 4, no. 29 (2014): 15122–30. http://dx.doi.org/10.1039/c4ra00250d.

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15

Uozumi, Y., and Y. Hirai. "Buchwald-Hartwig Reaction with Amphiphilic Resin-Supported Palladium." Synfacts 2010, no. 11 (2010): 1323. http://dx.doi.org/10.1055/s-0030-1258822.

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16

Shaikh, Azam M., Bharat K. Sharma, Sajeev Chacko, and Rajesh M. Kamble. "Novel electroluminescent donor–acceptors based on dibenzo[a,c]phenazine as hole-transporting materials for organic electronics." New Journal of Chemistry 41, no. 2 (2017): 628–38. http://dx.doi.org/10.1039/c6nj03553a.

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Novel yellow-green fluorescent 3,6,11-trisubstitued-dibenzo[a,c]phenazine derivatives were synthesized via a Buchwald–Hartwig palladium-catalyzed C–N amination reaction for the hole-transporting materials.

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17

Mishra, Vaibhav, Anju Arya, and Tejpal Singh Chundawat. "High Catalytic Activity of Pd Nanoparticles Synthesized from Green Alga Chlorella vulgaris in Buchwald-hartwig Synthesis of N-Aryl Piperazines." Current Organocatalysis 7, no. 1 (2019): 23–33. http://dx.doi.org/10.2174/2213337206666190515091945.

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Background: The N-aryl piperazines are an important component of many drug products used for the treatment of malaria, depression, anxiety and Parkinson diseases. Buchwald-Hartwig amination is the latest and well-known reaction for Pd catalyzed direct synthesis of N-aryl piperazine from aryl halides. Although several Pd-ligand systems have already been discovered for this conversion, Pd nanoparticles are recently being used for this useful coupling reaction due to their recyclability and durability. Metal nanoparticles show enhanced catalytic activity compared to their bulk counterparts due to

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18

Prima, Darya O., Malena Madiyeva, Julia V. Burykina, Mikhail E. Minyaev, Daniil A. Boiko, and Valentine P. Ananikov. "Evidence for “cocktail”-type catalysis in Buchwald–Hartwig reaction. A mechanistic study." Catalysis Science & Technology 11, no. 21 (2021): 7171–88. http://dx.doi.org/10.1039/d1cy01601f.

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The mechanism of the C–N cross-coupling reaction, catalyzed by Pd/NHC, was evaluated at the molecular and nanoscale levels. The first evidence for the involvement of a “cocktail”-type system in the Buchwald–Hartwig reaction is provided.

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19

Jiang, Min, Haoyue Xiang, Fangxia Zhu, Xing Xu, Lianfu Deng, and Chunhao Yang. "Efficient Pd-catalyzed domino synthesis of 1-phenyl-1H-indol-2-amine and 5-amino-indolo[1,2-a]quinazoline derivatives." Organic & Biomolecular Chemistry 13, no. 40 (2015): 10122–26. http://dx.doi.org/10.1039/c5ob01642h.

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Efficient and practical access to 1-phenyl-1H-indol-2-amine and 5-amino-indolo[1,2-a]quinazoline derivatives is presented via a Buchwald–Hartwig type coupling and a base-promoted intramolecular nucleophilic reaction.

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20

Guillon, Jean, Shweta Nim, Stéphane Moreau, et al. "Synthesis of new piperazinyl-pyrrolo[1,2-a]quinoxaline derivatives as inhibitors of Candida albicans multidrug transporters by a Buchwald–Hartwig cross-coupling reaction." RSC Advances 10, no. 5 (2020): 2915–31. http://dx.doi.org/10.1039/c9ra09348f.

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Two series of piperazinyl-pyrrolo[1,2-a]quinoxaline derivatives were prepared via a Buchwald–Hartwig cross-coupling reaction and then evaluated for their ability to inhibit the drug efflux activity of two Candida albicans transporters.

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21

Kim, Seoung-Tae, Suyeon Kim, and Mu-Hyun Baik. "How bulky ligands control the chemoselectivity of Pd-catalyzed N-arylation of ammonia." Chemical Science 11, no. 4 (2020): 1017–25. http://dx.doi.org/10.1039/c9sc03095f.

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Steric bulk has been recognized as a central design principle for ligands in the widely utilized Buchwald–Hartwig amination. This mechanistic study reveals how this steric effect manipulates the reaction pathway and determines the chemoselectivity.

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22

Scattolin, Thomas, Vladislav A. Voloshkin, Ekaterina Martynova, et al. "Synthesis and catalytic activity of palladium complexes bearing N-heterocyclic carbenes (NHCs) and 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP) ligands." Dalton Transactions 50, no. 27 (2021): 9491–99. http://dx.doi.org/10.1039/d1dt01716k.

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Two synthetic approaches to cis-[Pd(CAP)(NHC)Cl<sub>2</sub>] are reported. The catalytic performance of these complexes in the Buchwald–Hartwig aryl amination reaction showed the complex bearing IPr to be the most efficient.

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23

Shi, Shicheng, and Michal Szostak. "Pd–PEPPSI: a general Pd–NHC precatalyst for Buchwald–Hartwig cross-coupling of esters and amides (transamidation) under the same reaction conditions." Chemical Communications 53, no. 76 (2017): 10584–87. http://dx.doi.org/10.1039/c7cc06186b.

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24

Fischer, Carolin, and Burkhard Koenig. "Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds." Beilstein Journal of Organic Chemistry 7 (January 14, 2011): 59–74. http://dx.doi.org/10.3762/bjoc.7.10.

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N-Arylated aliphatic and aromatic amines are important substituents in many biologically active compounds. In the last few years, transition-metal-mediated N-aryl bond formation has become a standard procedure for the introduction of amines into aromatic systems. While N-arylation of simple aromatic halides by simple amines works with many of the described methods in high yield, the reactions may require detailed optimization if applied to the synthesis of complex molecules with additional functional groups, such as natural products or drugs. We discuss and compare in this review the three mai

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25

Campos and Berteina-Raboin. "Eucalyptol as a Bio-Based Solvent for Buchwald-Hartwig Reaction on O,S,N-Heterocycles." Catalysts 9, no. 10 (2019): 840. http://dx.doi.org/10.3390/catal9100840.

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We report here the use of eucalyptol as a bio-based solvent for the Buchwald–Hartwig reaction on O,S,N-heterocycles. These heterocycles containing oxygen, sulfur and nitrogen were chosen as targets or as starting materials. Once again, eucalyptol demonstrated to be a possible sustainable alternative to common solvents.

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26

Christodoulou, Michael S., Egle M. Beccalli, and Sabrina Giofrè. "Palladium-Catalyzed Benzodiazepines Synthesis." Catalysts 10, no. 6 (2020): 634. http://dx.doi.org/10.3390/catal10060634.

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This review is focused on palladium-catalyzed reactions as efficient strategies aimed at the synthesis of different classes of benzodiazepines. Several reaction typologies are reported including hydroamination, amination, C–H arylation, N-arylation, and the Buchwald–Hartwig reaction, depending on the different substrates identified as halogenated starting materials (activated substrates) or unactivated unsaturated systems, which then exploit Pd(0)- or Pd(II)-catalytic species. In particular, the use of the domino reactions, as intra- or intermolecular processes, are reported as an efficient an

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27

Porosa, Lukasz, and Russell D. Viirre. "Desymmetrization of malonamides via an enantioselective intramolecular Buchwald–Hartwig reaction." Tetrahedron Letters 50, no. 28 (2009): 4170–73. http://dx.doi.org/10.1016/j.tetlet.2009.04.133.

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28

Tyurin, Vladimir S., Elena A. Mikhalitsyna, Alexandr S. Semeikin, and Irina P. Beletskaya. "Synthesis of New Porphyrin Trimers via Buchwald-Hartwig Amination Reaction." Macroheterocycles 8, no. 4 (2015): 358–65. http://dx.doi.org/10.6060/mhc150769b.

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29

Abboud, Mohamed, Emmanuel Aubert, and Victor Mamane. "Double N-arylation reaction of polyhalogenated 4,4’-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles." Beilstein Journal of Organic Chemistry 8 (February 14, 2012): 253–58. http://dx.doi.org/10.3762/bjoc.8.26.

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Unusual 2,7-diazacarbazoles were prepared in one step from readily available tetra-halogenated 4,4’-bipyridines by using a double N-arylation reaction in the presence of the Pd–XPhos catalyst system. Moderate to good yields were obtained in this site-selective Buchwald–Hartwig double amination. The functionalization of these tricyclic derivatives was performed by using Pd-catalyzed cross-coupling reactions such as the Stille and Suzuki couplings. Two compounds were analyzed by X-ray diffraction and show π–π stacking involving the diazacarbazole moieties and the phenyl rings of functionalized g

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30

Mu, Xuechun, Jing Dong, Lichao Peng, and Xiaohui Yang. "Deep Forest-Based Intelligent Yield Predicting of Buchwald-Hartwig Coupling Reaction." Match Communications in Mathematical and in Computer Chemistry 88, no. 1 (2022): 5–27. http://dx.doi.org/10.46793/match.88-1.005m.

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Buchwald-Hartwig coupling reaction is widely used in organic chemical synthesis, yield prediction is particularly important. In 2018, Science reported a yield prediction method based on random forest, but this method lacks feature learning. Therefore, an intelligent prediction and analysis method of coupling reaction yield based on deep forest is proposed. Combined with the advantages of deep learning and ensemble learning, the new deep model in the form of non-neural network is explored, which has good characterization learning ability and low difficulty in adjusting parameters, realizes the

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31

Pires, Marina, Sara Purificação, A. Santos, and M. Marques. "The Role of PEG on Pd- and Cu-Catalyzed Cross-Coupling Reactions." Synthesis 49, no. 11 (2017): 2337–50. http://dx.doi.org/10.1055/s-0036-1589498.

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Carbon–carbon and carbon–heteroatom coupling reactions are among the most important transformations in organic synthesis as they enable complex structures to be formed from readily available compounds under different routes and conditions. Several metal-catalyzed cross-coupling reactions have been developed creating many efficient methods accessible for the direct formation of new bonds between differently hybridized carbon atoms.During the last decade, much effort has been devoted towards improvement of the sustainability of these reactions, such as catalyst recovery and atom efficiency. Poly

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32

Sato, Akinori, Tomoyuki Miyao, and Kimito Funatsu. "Prediction of Reaction Yield for Buchwald‐Hartwig Cross‐coupling Reactions Using Deep Learning." Molecular Informatics 41, no. 2 (2021): 2100156. http://dx.doi.org/10.1002/minf.202100156.

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33

Wolińska, Ewa, Przemysław Rozbicki, and Danuta Branowska. "Chiral pyridine oxazoline and 1,2,4-triazine oxazoline ligands incorporating electron-withdrawing substituents and their application in the Cu-catalyzed enantioselective nitroaldol reaction." Monatshefte für Chemie - Chemical Monthly 153, no. 3 (2022): 245–56. http://dx.doi.org/10.1007/s00706-022-02893-0.

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AbstractEight pyridine-containing and four 1,2,4-triazine-containing chiral oxazoline ligands incorporating electron-withdrawing substituents have been synthesized by two-step route including Buchwald–Hartwig amination. Enantio-inducing activity of the ligands has been assessed in the copper-catalyzed asymmetric nitroaldol reactions and the influence of the electron-withdrawing substituents on the ligands' activity has been investigated. Graphical abstract

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34

Vyvyan, James R., Courtney A. Engles, Scott L. Bray, Erik D. Wold, Christopher L. Porter, and Mikhail O. Konev. "Synthesis of substituted Z-styrenes by Hiyama-type coupling of oxasilacycloalkenes: application to the synthesis of a 1-benzoxocane." Beilstein Journal of Organic Chemistry 13 (October 11, 2017): 2122–27. http://dx.doi.org/10.3762/bjoc.13.209.

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Several Hiyama cross-coupling reactions of oxasilacycloalkenes and aryl iodides are described that produce trisubstituted Z-styrenes in moderate to excellent yields. Both electron-rich and electron-poor aryl iodides are tolerated in the cross-coupling reaction. The oxasilacycloalkene coupling partners were prepared by ruthenium-catalyzed intramolecular anti-hydrosilylation of alkynols. One of the cross-coupling products was converted to a 1-benzoxocane, albeit in low yield, using an intramolecular Buchwald–Hartwig etherification. The cyclic ether produced contains the carbon skeleton of helian

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35

Anand, Megha, and Jens K. Nørskov. "Scaling Relations in Homogeneous Catalysis: Analyzing the Buchwald–Hartwig Amination Reaction." ACS Catalysis 10, no. 1 (2019): 336–45. http://dx.doi.org/10.1021/acscatal.9b04323.

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36

Kónya, Krisztina, Dávid Pajtás, and Tamás Patonay. "Synthesis of 8-Bromoflavone and Its Buchwald–Hartwig Reaction with Amines." Synthesis 48, no. 01 (2015): 97–102. http://dx.doi.org/10.1055/s-0035-1560325.

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37

Kreis, Michael, Christian J. Friedmann, and Stefan Bräse. "Diastereoselective Hartwig–Buchwald Reaction of Chiral Amines withrac-[2.2]Paracyclophane Derivatives." Chemistry - A European Journal 11, no. 24 (2005): 7387–94. http://dx.doi.org/10.1002/chem.200500386.

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38

Fitzner, Martin, Georg Wuitschik, Raffael J. Koller, Jean-Michel Adam, Torsten Schindler, and Jean-Louis Reymond. "What can reaction databases teach us about Buchwald–Hartwig cross-couplings?" Chemical Science 11, no. 48 (2020): 13085–93. http://dx.doi.org/10.1039/d0sc04074f.

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39

Schertzer, Bryan M., Sheila N. Baker, Steven T. Diver, and Gary A. Baker. "A General, Modular Approach to a New Family of Amine-Substituted Arylboronic Acid Saccharide Chemosensors." Australian Journal of Chemistry 59, no. 9 (2006): 633. http://dx.doi.org/10.1071/ch05292.

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A general synthetic approach towards a class of water-soluble, high quantum yield fluorescent saccharide reporters using 6-morpholinonaphthalene-2-yl boronic acid as an illustrative case is reported. The strength and flexibility of this approach, which utilizes the Buchwald–Hartwig cross-coupling reaction, is further underscored by the preparation of several additional aminonaphthalenes in excellent yield, including one that bears a chiral unit.

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40

Dong, Jing, Xuechun Mu, Zelin Zhang, Yuqing Zhang, Xiaohui Yang, and Puyu Zhang. "Intelligent predicting reaction performance in multi-dimensional chemical space using quantile regression forest." MATCH Communications in Mathematical and in Computer Chemistry 87, no. 2 (2021): 299–318. http://dx.doi.org/10.46793/match.87-2.299p.

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Buchwald-Hartwig amination reaction is widely applied in synthetic organic chemistry, which faces tedious and complex experimental process. In 2018, an interesting yield prediction technique is proposed via machine learning (random forest) in Science. However, the method is based on point prediction with many feature descriptors. For tackling these problems, complements and improvements have been made from the perspectives of machine learning and statistics, including feature dimensionality reduction, distributed prediction and visualization, so as to provide accurate and reliable decision inf

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41

Do, Hoang Huy, Saif Ullah, Alexander Villinger, et al. "Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles." Beilstein Journal of Organic Chemistry 15 (November 22, 2019): 2830–39. http://dx.doi.org/10.3762/bjoc.15.276.

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A two-step palladium-catalyzed procedure based on Suzuki–Miyaura cross coupling, followed by a double Buchwald–Hartwig reaction, allows for the synthesis of pharmaceutically relevant benzo[4,5]furo[3,2-b]indoles in moderate to very good yield. The synthesized compounds have been analyzed with regard to their inhibitory activity (IC50) of nucleotide pyrophosphatases h-NPP1 and h-NPP3. The activity lies in the nanomolar range. The results were rationalized based on docking studies.

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42

Christensen, Henrik, Søren Kiil, Kim Dam-Johansen, and Ole Nielsen. "Applicability of a Fiber-Supported Catalyst on a Buchwald–Hartwig Amination Reaction." Organic Process Research & Development 11, no. 6 (2007): 956–65. http://dx.doi.org/10.1021/op7000996.

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43

Collins, Ian, Nicolas Proisy, Stephen Taylor, and Andrew Nelson. "Rapid Synthesis of 3-Aminoisoquinoline-5-sulfonamides Using the Buchwald-Hartwig Reaction." Synthesis 2009, no. 04 (2009): 561–66. http://dx.doi.org/10.1055/s-0028-1083336.

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44

Collot, Valérie, Elodie Lohou, Silvia Stiebing, and Sylvain Rault. "Direct Access to 3-Aminoindazoles by Buchwald-Hartwig C-N Coupling Reaction." Synthesis 2011, no. 16 (2011): 2651–63. http://dx.doi.org/10.1055/s-0030-1260110.

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45

Zarnaghash, Narges, Farhad Panahi, and Ali Khalafi-Nezhad. "Buchwald–Hartwig amination reaction using supported palladium on phosphine-functionalized magnetic nanoparticles." Journal of the Iranian Chemical Society 12, no. 11 (2015): 2057–64. http://dx.doi.org/10.1007/s13738-015-0682-0.

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46

Gribanov, Pavel S., Anna N. Philippova, Maxim A. Topchiy, Lidiya I. Minaeva, Andrey F. Asachenko, and Sergey N. Osipov. "General Method of Synthesis of 5-(Het)arylamino-1,2,3-triazoles via Buchwald–Hartwig Reaction of 5-Amino- or 5-Halo-1,2,3-triazoles." Molecules 27, no. 6 (2022): 1999. http://dx.doi.org/10.3390/molecules27061999.

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An efficient access to the novel 5-(het)arylamino-1,2,3-triazole derivatives has been developed. The method is based on Buchwald–Hartwig cross-coupling reaction of 5-Amino or 5-Halo-1,2,3-triazoles with (het)aryl halides and amines, respectively. As result, it was found that palladium complex [(THP-Dipp)Pd(cinn)Cl] bearing expanded-ring N-heterocyclic carbene ligand is the most active catalyst for the process to afford the target molecules in high yields.

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47

Mikhalitsyna, Elena A., Vladimir S. Tyurin, and Irina P. Beletskaya. "Synthesis of new porphyrin dimers linked by diamines and their supramolecular assemblies." Journal of Porphyrins and Phthalocyanines 19, no. 07 (2015): 874–86. http://dx.doi.org/10.1142/s1088424615500637.

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For the first time the bisporphyrins connected via diamine bridges were synthesized by palladium catalyzed Buchwald–Hartwig amination reaction with high yields. The diamine bridges include linear, cyclic and macrocyclic types. Homo- and heteronuclear metallocomplexes of bisporphyrins were investigated with UV-vis spectroscopy in the processes of supramolecular assembly. The interaction with diazabicyclo[2.2.2]octane (DABCO) and cesium and diammonium cations led to the coordination dimers. Control of the conformation of the bisporphyrin was realized via coordination of diamine moiety with coppe

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48

Topchiy, Maxim A., Andrey F. Asachenko, and Mikhail S. Nechaev. "Solvent-Free Buchwald-Hartwig Reaction of Aryl and Heteroaryl Halides with Secondary Amines." European Journal of Organic Chemistry 2014, no. 16 (2014): 3319–22. http://dx.doi.org/10.1002/ejoc.201402077.

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49

Chen, Zheng, Shuo Wang, Chao Lian, et al. "Nano PdAu Bimetallic Alloy as an Effective Catalyst for the Buchwald-Hartwig Reaction." Chemistry - An Asian Journal 11, no. 3 (2015): 351–55. http://dx.doi.org/10.1002/asia.201500531.

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50

Cook, Adam, Roxanne Clément, and Stephen G. Newman. "Reaction screening in multiwell plates: high-throughput optimization of a Buchwald–Hartwig amination." Nature Protocols 16, no. 2 (2021): 1152–69. http://dx.doi.org/10.1038/s41596-020-00452-7.

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