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Suzuki Reaction

A special issue of Molecules (ISSN 1420-3049).

Deadline for manuscript submissions: closed (30 November 2012) | Viewed by 32265

Special Issue Editor


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Guest Editor
Faculty of Chemistry, University of Wroclaw, 14 F. Joliot-Curie St., 50-383 Wroclaw, Poland
Interests: coordination and organometallic chemistry; homogeneous and heterogenized metal complex catalysis; nanocatalysis with metal nanoparticles

Special Issue Information

Dear Colleagues,

Suzuki reaction presents one of the most useful methodologies applied for the synthesis of unsymmetrical biaryls, which are important components for pharmaceutical agents, organic materials and natural products.  Palladium compounds and palladium nanoparticles are today considered as the most active catalysts of Suzuki reaction, however there are also reports indicating on the possibility of successful application of other metals in this process. Moreover, improvement of reaction conditions to more environmentally friendly has been a highly topical field of study.
The aim of this special issue is to present the most actual trends in the area of Suzuki reaction.
Contributions for this issue, both in form of original research and review articles, may cover all aspects of Suzuki reaction e.g. application of Suzuki methodology for the synthesis of functionalized organic molecules and compounds of potential biological activity, new catalysts presenting high activity and selectivity, homogeneous, immobilized and heterogeneous catalysts for the Suzuki reaction, improvement of Suzuki reaction conditions by application of alternative energy sources and green solvents, mechanistic studies and identification of catalytically active species, asymmetric Suzuki reaction, Suzuki reaction as a part of tandem processes.

Prof. Dr. Anna Trzeciak
Guest Editor

Keywords

  • cross-coupling reactions
  • boronic acids
  • selectivity
  • functionalized biphenyls
  • homogeneous catalysts
  • heterogeneous catalysts
  • palladium
  • palladium nanoparticles
  • reaction mechanism
  • reaction media
  • asymmetric Suzuki reaction

Published Papers (3 papers)

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Research

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215 KiB  
Article
Cross-Coupling Reaction with Lithium Methyltriolborate
by Yasunori Yamamoto, Kazuya Ikizakura, Hajime Ito and Norio Miyaura
Molecules 2013, 18(1), 430-439; https://doi.org/10.3390/molecules18010430 - 28 Dec 2012
Cited by 11 | Viewed by 6258
Abstract
We newly developed lithium methyltriolborate as an air-stable white solid that is convenient to handle. The good performance of this triolborate for metal-catalyzed bond-forming reactions was demonstrated in palladium-catalyzed cross-coupling reactions with haloarenes. Cross-coupling reaction of [MeB(OCH2)3CCH3]Li [...] Read more.
We newly developed lithium methyltriolborate as an air-stable white solid that is convenient to handle. The good performance of this triolborate for metal-catalyzed bond-forming reactions was demonstrated in palladium-catalyzed cross-coupling reactions with haloarenes. Cross-coupling reaction of [MeB(OCH2)3CCH3]Li with aryl halides occurred in the presence of Pd(OAc)2/RuPhos complex in refluxing MeOH/H2O and the absence of bases. Full article
(This article belongs to the Special Issue Suzuki Reaction)
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Review

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350 KiB  
Review
Application of the Suzuki-Miyaura Reaction in the Synthesis of Flavonoids
by Mamoalosi A. Selepe and Fanie R. Van Heerden
Molecules 2013, 18(4), 4739-4765; https://doi.org/10.3390/molecules18044739 - 22 Apr 2013
Cited by 76 | Viewed by 13330
Abstract
The application of the Suzuki-Miyaura reaction in the synthesis of flavonoids, an important class of natural products, is reviewed. This reaction has not only been employed to provide access to flavonoid nuclei, but has also been applied to the synthesis of dimeric flavonoids [...] Read more.
The application of the Suzuki-Miyaura reaction in the synthesis of flavonoids, an important class of natural products, is reviewed. This reaction has not only been employed to provide access to flavonoid nuclei, but has also been applied to the synthesis of dimeric flavonoids and in the synthesis of libraries of flavonoid derivatives for biological activity studies. The classes of flavonoids that are discussed are the chalcones, flavones, isoflavones, neoflavones, biflavones and derivatives of flavonoids obtained by C-C bond formation via the Suzuki-Miyaura reaction. Full article
(This article belongs to the Special Issue Suzuki Reaction)
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472 KiB  
Review
Suzuki-Miyaura Cross-Coupling in Acylation Reactions, Scope and Recent Developments
by Marco Blangetti, Heléna Rosso, Cristina Prandi, Annamaria Deagostino and Paolo Venturello
Molecules 2013, 18(1), 1188-1213; https://doi.org/10.3390/molecules18011188 - 17 Jan 2013
Cited by 126 | Viewed by 11102
Abstract
Since the first report and due to its handiness and wide scope, the Suzuki-Miyaura (SM) cross coupling reaction has become a routine methodology in many laboratories worldwide. With respect to other common transition metal catalyzed cross couplings, the SM reaction has been so [...] Read more.
Since the first report and due to its handiness and wide scope, the Suzuki-Miyaura (SM) cross coupling reaction has become a routine methodology in many laboratories worldwide. With respect to other common transition metal catalyzed cross couplings, the SM reaction has been so far less exploited as a tool to introduce an acyl function into a specific substrate. In this review, the various approaches found in the literature will be considered, starting from the direct SM acylative coupling to the recent developments of cross coupling between boronates and acyl chlorides or anhydrides. Special attention will be dedicated to the use of masked acyl boronates, alkoxy styryl and alkoxy dienyl boronates as coupling partners. A final section will be then focused on the acyl SM reaction as key synthetic step in the framework of natural products synthesis. Full article
(This article belongs to the Special Issue Suzuki Reaction)
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