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Journal articles on the topic 'Multicomponent reactions'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Lee, Sunwoo, and Muhammad Aliyu Idris. "Recent Advances in Decarboxylative Reactions of Alkynoic Acids." Synthesis 52, no. 16 (2020): 2277–98. http://dx.doi.org/10.1055/s-0040-1707600.

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Alkynoic acids have been widely employed as alkyne and alkene sources in decarboxylative reactions. Alkynoic acid coupling leads to the formation of direct coupling products and cyclized products through sequential reactions. Moreover, homocoupling and multicomponent reactions have been developed. The decarboxylative addition of alkynoic acids generates the corresponding alkene products. A number of synthetic methods are utilized for the preparation of arylpropynoic acids including the Sonogashira coupling and the carboxylation of terminal alkynes. Recently, the use of decarboxylative halogena

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2

Cimarelli, Cristina. "Multicomponent Reactions." Molecules 24, no. 13 (2019): 2372. http://dx.doi.org/10.3390/molecules24132372.

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Multicomponent Reactions appear to be ideal for any form of synthesis, because of their numerous advantages in terms of sustainability and selectivity in building up complex molecular architectures, with high molecular diversity. This Special Issue collects seven contributions which expand our knowledge about Multicomponent Reactions, providing a good overview about innovative reactivities and applications.

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3

Müller, Thomas J. J. "Multicomponent reactions." Beilstein Journal of Organic Chemistry 7 (July 13, 2011): 960–61. http://dx.doi.org/10.3762/bjoc.7.107.

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4

Menéndez, J. Carlos. "Multicomponent Reactions." Synthesis 2006, no. 15 (2006): 2624. http://dx.doi.org/10.1055/s-2006-949153.

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5

Marek, Ilan. "Multicomponent reactions." Tetrahedron 61, no. 48 (2005): 11309. http://dx.doi.org/10.1016/j.tet.2005.09.041.

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6

Ogawa, Akiya, and Yuki Yamamoto. "Multicomponent Reactions between Heteroatom Compounds and Unsaturated Compounds in Radical Reactions." Molecules 28, no. 17 (2023): 6356. http://dx.doi.org/10.3390/molecules28176356.

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In this mini-review, we present our concepts for designing multicomponent reactions with reference to a series of sequential radical reactions that we have developed. Radical reactions are well suited for the design of multicomponent reactions due to their high functional group tolerance and low solvent sensitivity. We have focused on the photolysis of interelement compounds with a heteroatom–heteroatom single bond, which readily generates heteroatom-centered radicals, and have studied the photoinduced radical addition of interelement compounds to unsaturated compounds. First, the background o

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7

Müller, Thomas J. J. "Multicomponent reactions II." Beilstein Journal of Organic Chemistry 10 (January 9, 2014): 115–16. http://dx.doi.org/10.3762/bjoc.10.7.

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8

Müller, Thomas J. J. "Multicomponent reactions III." Beilstein Journal of Organic Chemistry 15 (August 20, 2019): 1974–75. http://dx.doi.org/10.3762/bjoc.15.192.

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9

Neochoritis, Constantinos G., Tryfon Zarganes-Tzitzikas, Kallia Katsampoxaki-Hodgetts, and Alexander Dömling. "Multicomponent Reactions: “Kinderleicht”." Journal of Chemical Education 97, no. 10 (2020): 3739–45. http://dx.doi.org/10.1021/acs.jchemed.0c00290.

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10

Garbarino, Silvia, Davide Ravelli, Stefano Protti, and Andrea Basso. "Photoinduced Multicomponent Reactions." Angewandte Chemie International Edition 55, no. 50 (2016): 15476–84. http://dx.doi.org/10.1002/anie.201605288.

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11

Odell, Luke, Mats Larhed, and Linda Åkerbladh. "Palladium-Catalyzed Molybdenum Hexacarbonyl-Mediated Gas-Free Carbonylative Reactions." Synlett 30, no. 02 (2018): 141–55. http://dx.doi.org/10.1055/s-0037-1610294.

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This account summarizes Pd(0)-catalyzed Mo(CO)6-mediated gas-free carbonylative reactions published in the period October 2011 to May 2018. Presented reactions include inter- and intramolecular carbonylations, carbonylative cross-couplings, and carbonylative multicomponent reactions using Mo(CO)6 as a solid source of CO. The presented methodologies were developed mainly for small-scale applications, avoiding the problematic use of gaseous CO in a standard laboratory. In most cases, the reported Mo(CO)6-mediated carbonylations were conducted in sealed vials or by using two-chamber solutions.1 I

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12

Attorresi, Cecilia I., Javier A. Ramírez, and Bernhard Westermann. "Formaldehyde surrogates in multicomponent reactions." Beilstein Journal of Organic Chemistry 21 (March 13, 2025): 564–95. https://doi.org/10.3762/bjoc.21.45.

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Formaldehyde emerges as a cornerstone in multicomponent reactions, mainly prized for its robust reactivity. Yet, alongside these beneficial traits, this highly reactive C1-building block raises concerns, primarily regarding its toxicity. One notable issue is the challenge of controlling the formation of undesired byproducts during its reactions. This review explores alternative C1-building blocks that serve as surrogates for formaldehyde, aiming to mitigate some of the challenges associated with its use in multicomponent reactions. By identifying these alternatives, toxicity concerns and impro

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13

Shaabani, Ahmad, Hassan Farhid, Mohammad Mahdi Rostami, and Behrouz Notash. "Synthesis of Depsipeptides via Isocyanide-Based Consecutive Bargellini–Passerini Multicomponent Reactions." SynOpen 05, no. 03 (2021): 167–72. http://dx.doi.org/10.1055/a-1533-3823.

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AbstractAn efficient and straightforward approach has been established for the preparation of a new class of depsipeptide structures via isocyanide-based consecutive Bargellini–Passerini multicomponent reactions. 3-Carboxamido-isobutyric acids bearing an amide bond were obtained via Bargellini multicomponent reaction from isocyanides, acetone, and chloroform in the presence of sodium hydroxide. Next, via a Passerini multicomponent-reaction strategy, a new class of depsipeptides was synthesized using the Bargellini reaction products, isocyanides, and aldehydes. The depsipeptides thus prepared h

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14

Cankařová, Naděžda, and Viktor Krchňák. "Isocyanide Multicomponent Reactions on Solid Phase: State of the Art and Future Application." International Journal of Molecular Sciences 21, no. 23 (2020): 9160. http://dx.doi.org/10.3390/ijms21239160.

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Drug discovery efforts largely depend on access to structural diversity. Multicomponent reactions allow for time-efficient chemical transformations and provide advanced intermediates with three or four points of diversification for further expansion to a structural variety of organic molecules. This review is aimed at solid-phase syntheses of small molecules involving isocyanide-based multicomponent reactions. The majority of all reported syntheses employ the Ugi four-component reaction. The review also covers the Passerini and Groebke-Blackburn-Bienaymé reactions. To date, the main advantages

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15

Zhu, Shizheng, Yong Xu, and Guifang Jin. "A novel synthesis of N-fluoroalkanesulfonylamidines using a three-component reaction." Canadian Journal of Chemistry 81, no. 4 (2003): 265–68. http://dx.doi.org/10.1139/v03-032.

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A novel, general, and efficient multicomponent reaction of fluoroalkanesulfonyl azides, secondary amines, and carbonyl compounds for the synthesis of N-fluoroalkanesulfonylamidines is presented. This reaction gave a good yield of products under very mild reaction conditions.Key words: multicomponent reactions, synthetic methods, N-fluoroalkanesulfonyl azide, N-fluoroalkanesulfonylamidine.

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16

Namba, Kosuke. "Catalytic Asymmetric Multicomponent Reactions." Journal of Synthetic Organic Chemistry, Japan 65, no. 1 (2007): 65–66. http://dx.doi.org/10.5059/yukigoseikyokaishi.65.65.

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17

Liu, Changhui, Wenbo Huang, Jiahao Zhang, Zhonghao Rao, Yanlong Gu, and François Jérôme. "Formaldehyde in multicomponent reactions." Green Chemistry 23, no. 4 (2021): 1447–65. http://dx.doi.org/10.1039/d0gc04124f.

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Formaldehyde was used as a versatile C1 building block to forge either acyclic or heterocyclic molecules via multicomponent reactions with the potential to be more sustainable than lengthier alternatives.

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18

Zavarise, Clara, Jean-Christophe Cintrat, Eugénie Romero, and Antoine Sallustrau. "Isocyanate-based multicomponent reactions." RSC Advances 14, no. 53 (2024): 39253–67. https://doi.org/10.1039/d4ra04152f.

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19

Neochoritis, Constantinos G., Ting Zhao, and Alexander Dömling. "Tetrazoles via Multicomponent Reactions." Chemical Reviews 119, no. 3 (2019): 1970–2042. http://dx.doi.org/10.1021/acs.chemrev.8b00564.

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20

Achatz, Sepp, and Alexander Dömling. "Desosamine in multicomponent reactions." Bioorganic & Medicinal Chemistry Letters 16, no. 24 (2006): 6360–62. http://dx.doi.org/10.1016/j.bmcl.2006.07.017.

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21

Pirrung, Michael C., and Jianmei Wang. "Multicomponent Reactions of Cyclobutanones." Journal of Organic Chemistry 74, no. 8 (2009): 2958–63. http://dx.doi.org/10.1021/jo802170k.

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22

UGI, I., A. DOEMLING, and W. HOERL. "ChemInform Abstract: Multicomponent Reactions." ChemInform 26, no. 13 (2010): no. http://dx.doi.org/10.1002/chin.199513308.

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23

Dömling, Alexander, and Ivar Ugi. "Multicomponent Reactions with Isocyanides." Angewandte Chemie 39, no. 18 (2000): 3168–210. http://dx.doi.org/10.1002/1521-3773(20000915)39:18<3168::aid-anie3168>3.0.co;2-u.

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24

Huang, Yijun, Ahmed Yazbak, and Alexander Domling. "ChemInform Abstract: Multicomponent Reactions." ChemInform 44, no. 18 (2013): no. http://dx.doi.org/10.1002/chin.201318220.

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25

Pooja Rani. "Multicomponent synthesis of heterocyclic compounds." International Journal for Research Publication and Seminar 11, no. 3 (2020): 223–33. http://dx.doi.org/10.36676/jrps.v11.i3.1184.

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Rapid and efficient, multicomponent domino reactions (MDRs) are a useful tool for the one-pot synthesis of flexible heterocycles with diverse and complicated structures. Reduced chemical waste, lower starting-material prices, and lower energy and labour requirements are all possible thanks to these reactions. Additionally, the time required for a response may be greatly reduced. The most up-to-date research on multicomponent domino reactions for constructing heterocyclic skeletons with five, six, or seven members, as well as their multicyclic derivatives, is discussed in this Review. In recent

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26

Thirumeni, Subramanian, Choumini Balasanthiran, and Grigoriy Sereda. "The Catalytic Activity of TiO2 Toward a Multicomponent Reaction Depends on its Morphology, Mechanoactivation and Presence of Visible Light." Journal of Photocatalysis 1, no. 1 (2020): 37–42. http://dx.doi.org/10.2174/2665976x01666200128150101.

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Aims: Test the hypothesis that the catalytic activity of TiO2 nanoparticles towards a liquidphase or mechanoactivated multicomponent reaction can be tuned by visible light and the shape of nanoparticles. Background: Catalytic multicomponent reactions have been proven to be excellent synthetic approaches to a series of biologically relevant compounds including 2-amino-4H-benzo[b]pyrans. However, the potential photocatalytic activity and structural diversity of nanostructured catalysts remained underutilized in the design of new catalytic systems. Objective: Harness the photocatalytic potential

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27

Nope, Eliana, Gabriel Sathicq, José Martinez, Hugo Rojas, Rafael Luque, and Gustavo Romanelli. "Hydrotalcites in Organic Synthesis: Multicomponent Reactions." Current Organic Synthesis 15, no. 8 (2018): 1073–90. http://dx.doi.org/10.2174/1570179415666180815143927.

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Background: The use of solid bases as heterogeneous catalysts allows the replacement of conventional bases in Organic Chemistry, being of outmost importance. Lamellar double hydroxides or hydrotalcites are materials having excellent basic properties and high surface areas. As their surface properties have been used as bifunctional catalysts allowing the incorporation of metals and depending on the calcination temperature, these materials may exhibit Lewis or Brönsted basic sites. Additionally, they are widely used in various organic synthesis reactions. Objective: This contribution has been ai

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28

Zhang, Ze, Yezi You, and Chunyan Hong. "Multicomponent Reactions and Multicomponent Cascade Reactions for the Synthesis of Sequence-Controlled Polymers." Macromolecular Rapid Communications 39, no. 23 (2018): 1800362. http://dx.doi.org/10.1002/marc.201800362.

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29

Vavsari, Vaezeh Fathi, Pegah Shakeri, and Saeed Balalaie. "Application of Chiral Isocyanides in Multicomponent Reactions." Current Organic Chemistry 24, no. 2 (2020): 162–83. http://dx.doi.org/10.2174/1385272824666200110095120.

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As one of the most important building blocks in organic synthesis, isocyanides come in for a wide range of transformations owing mostly to their unusual terminal carbon center adsorbed electrophiles, reacted with nucleophiles, get involved in radical reactions and coordinated with metal centers. The distinctive feature of isocyanide is its ready willingness to participate in multicomponent reactions (MCRs). MCRs represent a great tool in organic synthesis for the construction of new lead structures in a single procedure introducing both structural diversity and molecular complexity in only one

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30

Jumbam, Ndze Denis, and Wayiza Masamba. "Bio-Catalysis in Multicomponent Reactions." Molecules 25, no. 24 (2020): 5935. http://dx.doi.org/10.3390/molecules25245935.

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Enzyme catalysis is a very active research area in organic chemistry, because biocatalysts are compatible with and can be adjusted to many reaction conditions, as well as substrates. Their integration in multicomponent reactions (MCRs) allows for simple protocols to be implemented in the diversity-oriented synthesis of complex molecules in chemo-, regio-, stereoselective or even specific modes without the need for the protection/deprotection of functional groups. The application of bio-catalysis in MCRs is therefore a welcome and logical development and is emerging as a unique tool in drug dev

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31

Méndez, Yanira, Vidal Aldrin Vasco, Galway Ivey, et al. "Merging the Isonitrile-Tetrazine (4+1) Cycloaddition and the Ugi Four-Component Reaction into a Single Multicomponent Process." Angewandte Chemie International Edition 62 (September 8, 2023): e202311186. https://doi.org/10.1002/anie.202311186.

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Abstract: Multicomponent reactions are of utmost importance at generating a unique, wide, and complexchemical space. Herein we describe a novel multicomponent approach based on the combination of theisonitrile-tetrazine (4+1) cycloaddition and the Ugi four-component reaction to generate pyrazole amidederivatives. The scope of the reaction as well as mechanistic insights governing the 4H-pyrazol-4-iminetautomerization are provided. This multicomponent process provides access to a new chemical space ofpyrazole amide derivatives and offers a tool for peptide modification and stapling.

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32

Yavari, Issa, and Aliyeh Khajeh-Khezri. "Recent Advances in the Synthesis of Hetero- and Carbocyclic Compounds and Complexes Based on Acenaphthylene-1,2-dione." Synthesis 50, no. 20 (2018): 3947–73. http://dx.doi.org/10.1055/s-0037-1610209.

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Acenaphthylene-1,2-dione has been utilized in a wide range of reactions as a starting material for the synthesis of hetero- and carbocyclic compounds and complexes. This review provides a short summary of the recent advances in the application of acenaphthylene-1,2-dione in the synthesis of hetero- and carbocyclic systems and bioactive compounds. In addition, the applications of acenaphthylene-1,2-dione in the synthesis of spiro compounds, propellanes, and ligands in catalyst reactions, from 2002 to early 2018, are included.1 Introduction2 Synthesis of Spiro Compounds Employing Acenaphthylene-

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33

Langer, Peter. "Synthesis of Purines and Related Molecules by Cyclization Reactions of Heterocyclic Enamines." Synlett 33, no. 05 (2021): 440–57. http://dx.doi.org/10.1055/s-0040-1719845.

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AbstractA great variety of pharmacologically relevant fluorinated purine analogues are available by cyclization reactions of heterocyclic enamines with 1,3-dielectrophiles. The reactions usually proceed with excellent regioselectivities. As electrophiles, 1,3-diketones, enaminones or 3-chloro-2-en-1-ones were used. Other synthetic strategies are based on inverse-electron-demand Diels–Alder reactions of heterocyclic enamines with triazines. Purine analogues were further functionalized by transition-metal-catalyzed CH-coupling reactions or oxidative cyclizations, giving rise to more complex poly

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34

Rajiv, Karmakar, and Mukhopadhyay Chhanda. "Microwave irradiation in organic synthesis towards the construction of biologically active N-heterocycles." Journal of Indian Chemical Society Vol. 95, Nov 2018 (2018): 1409–41. https://doi.org/10.5281/zenodo.5652956.

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Department of Chemistry, University of Calcutta, 92, Acharya Prafulla Chandra Road, Kolkata-700 009, India Department of Chemistry, Dum Dum Motijheel College (West Bengal State University), Kolkata-700 074, India E-mail: cmukhop@yahoo.co.in, rajivkarmakar84@gmail.com <em>Manuscript received on line 07 October 2018, accepted 01 November 2018</em> In the past few years, using microwave energy to heat and drive chemical reactions has become progressively more popular theme in the scientific community. Microwave-assisted organic synthesis is proving to be instrumental in the rapid synthesis of com

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35

Bosica, Giovanna, and Roderick Abdilla. "Combination of aza-Friedel Crafts MCR with Other MCRs Under Heterogeneous Conditions." Catalysts 15, no. 7 (2025): 657. https://doi.org/10.3390/catal15070657.

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Multicomponent reactions (MCRs) enable the efficient assembly of complex small molecules via multiple bond-forming events in a single step. However, individual MCRs typically yield products with similar core structures, limiting access to larger, more intricate scaffolds. Strategic selection of reactants allows the combination of distinct MCRs, thus facilitating the synthesis of advanced molecular architectures with potential biological significance. Using our previously reported method for performing the aza-Friedel Crafts multicomponent reaction under green heterogeneous conditions, we have

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36

Patel, Dhaval B., Jagruti A. Parmar, Siddharth S. Patel, Unnati J. Naik, and Hitesh D. Patel. "Recent Advances in Ester Synthesis by Multi-Component Reactions (MCRs): A Review." Current Organic Chemistry 25, no. 5 (2021): 539–53. http://dx.doi.org/10.2174/1385272825666210111111805.

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The synthesis of ester-containing heterocyclic compounds via multicomponent reaction is one of the preferable processes in synthetic organic chemistry and medicinal chemistry. Compounds containing ester linkage have a wide range of biological applications in the pharmaceutical field. Therefore, many methods have been developed for the synthesis of these types of derivatives. However, some of them are carried out in the presence of toxic solvents and catalysts, with lower yields, longer reaction times, low selectivities, and byproducts. Thus, the development of new synthetic methods for ester s

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37

Meier, Michael A. R., Rongrong Hu, and Ben Zhong Tang. "Multicomponent Reactions in Polymer Science." Macromolecular Rapid Communications 42, no. 6 (2021): 2100104. http://dx.doi.org/10.1002/marc.202100104.

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38

Tambade, Pawan, Yogesh Patil, and Bhalchandra Bhanage. "Multicomponent Reactions Catalyzed by Lanthanides." Current Organic Chemistry 13, no. 18 (2009): 1805–19. http://dx.doi.org/10.2174/138527209789630505.

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39

Khandelwal, Sarita, Yogesh Kumar Tailor, and Mahendra Kumar. "L-Proline Catalyzed Multicomponent Reactions." Current Organocatalysis 3, no. 2 (2016): 176–204. http://dx.doi.org/10.2174/2213337202666150624172658.

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40

Koszytkowska-Stawińska, Mariola, and Włodzimierz Buchowicz. "Multicomponent reactions in nucleoside chemistry." Beilstein Journal of Organic Chemistry 10 (July 29, 2014): 1706–32. http://dx.doi.org/10.3762/bjoc.10.179.

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This review covers sixty original publications dealing with the application of multicomponent reactions (MCRs) in the synthesis of novel nucleoside analogs. The reported approaches were employed for modifications of the parent nucleoside core or for de novo construction of a nucleoside scaffold from non-nucleoside substrates. The cited references are grouped according to the usually recognized types of the MCRs. Biochemical properties of the novel nucleoside analogs are also presented (if provided by the authors).

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41

Reguera, Leslie, Cecilia I. Attorresi, Javier A. Ramírez, and Daniel G. Rivera. "Steroid diversification by multicomponent reactions." Beilstein Journal of Organic Chemistry 15 (June 6, 2019): 1236–56. http://dx.doi.org/10.3762/bjoc.15.121.

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Reports on structural diversification of steroids by means of multicomponent reactions (MCRs) have significantly increased over the last decade. This review covers the most relevant strategies dealing with the use of steroidal substrates in MCRs, including the synthesis of steroidal heterocycles and macrocycles as well as the conjugation of steroids to amino acids, peptides and carbohydrates. We demonstrate that steroids are available with almost all types of MCR reactive functionalities, e.g., carbonyl, carboxylic acid, alkyne, amine, isocyanide, boronic acid, etc., and that steroids are suit

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42

Yazdani, Hossein, Seyyed Emad Hooshmand, and Rajender S. Varma. "Gold Nanoparticle-Catalyzed Multicomponent Reactions." ACS Sustainable Chemistry & Engineering 9, no. 49 (2021): 16556–69. http://dx.doi.org/10.1021/acssuschemeng.1c04361.

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43

Mironov, M. A. "Multicomponent reactions and combinatorial chemistry." Russian Journal of General Chemistry 80, no. 12 (2010): 2628–46. http://dx.doi.org/10.1134/s1070363210120297.

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44

Basso, Andrea, Lisa Moni, Luca Banfi, and Renata Riva. "External-Oxidant-Based Multicomponent Reactions." Synthesis 48, no. 23 (2016): 4050–59. http://dx.doi.org/10.1055/s-0035-1562527.

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45

Ballini, Roberto, Franca Bigi, Maria Lina Conforti, et al. "Multicomponent reactions under clay catalysis." Catalysis Today 60, no. 3-4 (2000): 305–9. http://dx.doi.org/10.1016/s0920-5861(00)00347-3.

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46

Guillena, Gabriela, Diego J. Ramón, and Miguel Yus. "Organocatalytic enantioselective multicomponent reactions (OEMCRs)." Tetrahedron: Asymmetry 18, no. 6 (2007): 693–700. http://dx.doi.org/10.1016/j.tetasy.2007.03.002.

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47

Rotstein, Benjamin H., Serge Zaretsky, Vishal Rai, and Andrei K. Yudin. "Small Heterocycles in Multicomponent Reactions." Chemical Reviews 114, no. 16 (2014): 8323–59. http://dx.doi.org/10.1021/cr400615v.

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48

Ugi, Ivar, Alexander Dömling, and Werner Hörl. "Multicomponent reactions in organic chemistry." Endeavour 18, no. 3 (1994): 115–22. http://dx.doi.org/10.1016/s0160-9327(05)80086-9.

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Lee, Daesung, and Sourav Ghorai. "Aryne-Based Multicomponent Coupling Reactions." Synlett 31, no. 08 (2020): 750–71. http://dx.doi.org/10.1055/s-0039-1690824.

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Multicomponent reactions (MCRs) constitute a powerful synthetic tool to generate a large number of small molecules with high atom economy, which thus can efficiently expand the chemical space with molecular diversity and complexity. Aryne-based MCRs offer versatile possibilities to construct functionalized arenes and benzo-fused heterocycles. Because of their electrophilic nature, arynes couple with a broad range of nucleophiles. Thus, a variety of aryne-based MCRs have been developed, the representative of which are summarized in this account.1 Introduction2 Aryne-Based Multicomponent Reactio

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Zhdanko, Alexander G., and Valentine G. Nenajdenko. "Nonracemizable Isocyanoacetates for Multicomponent Reactions." Journal of Organic Chemistry 74, no. 2 (2009): 884–87. http://dx.doi.org/10.1021/jo802420c.

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