Catalyst Development for the Direct Arylation of Aryl Chlorides, Bromides and Iodides PDF Download

Author: Mathieu Parisien
Publisher:
ISBN:
Category : University of Ottawa theses
Languages : en
Pages : 376

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Author: Lutz Ackermann
Publisher: John Wiley & Sons
ISBN: 3527627332
Category : Science
Languages : en
Pages : 561

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Today, arylation methods are belonging to the most important reaction types in organic synthesis. Lutz Ackermann, a young and ambitious professor has gathered a number of top international authors to present the first comprehensive book on the topic. Starting from a historical review, the book covers hot topics like Palladium-catalyzed arylation of N-H and alpha-C-H-acidic Bonds, Copper-catalyzed arylation of N-H and O-H Bonds, direct arylation reactions, carbanion aromatic synthesis, arylation reactions of alkenes, alkynes and much more. This compact source of high quality information is indispensable to synthetic chemists and those working in the pharmaceutical and chemical industry.

Author: Louis-Charles Campeau
Publisher:
ISBN:
Category :
Languages : en
Pages : 0

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The biaryl core has been identified by medicinal chemists as a privileged structure in pharmaceutical compounds as it is found in 4.3% of all drugs. For over a century, synthetic chemists have sought new methods for their preparation. Breakthroughs in synthetic catalytic methodology over the past thirty years gave rise to now routine reactions such as the Suzuki and Stille couplings. Unfortunately, the need for pre-activation of both coupling partners makes for wasteful installation and subsequent removal of activating agents. Direct arylation reactions are attractive alternatives to traditional cross-coupling methods, as one of the pre-activated partners is replaced with a simple arene. The organometallic coupling partner is typically replaced as it is the most difficult to prepare. Although the advantages of this approach have made it a popular research topic for more than twenty-five years, no general catalysts exist for this transformation, and in a lot of cases reactivity remains a challenge. This thesis will outline our work in this area of research. First, our efforts toward the development of a general catalyst for the intramolecular direct arylation of aryl halides with simple arenes will be presented. These studies led to the development of three new catalysts for this transformation, affording a process general for aryl chlorides, bromides and iodides. Additionally, mechanistic studies performed on this system have brought to the forefront the concerted metallation-deprotonation mechanistic model for direct arylation. Ultimately, these studies led to the first non-directed intermolecular direct arylation of a simple arene. In a second section, efforts toward the inclusion of pi-deficient heteocycles as a substrate class in direct arylation will be outlined. These studies led to the development of a novel cross-coupling reaction of azine N-oxides with aryl halides. Greater mechanistic understanding, made possible through the use of computational tools, was crucial in extending this methodology to azole N-oxides. Finally, the development of novel direct functionalization reactions with picoline derivatives is described. These substrates are among the first to be suitable for catalyst controlled site-selective functionalization of a sp2 or sp3 C-H bond.

Author: Oleg V. Larionov
Publisher: Springer
ISBN: 3319606875
Category : Science
Languages : en
Pages : 163

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The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community. The series consists of topic related volumes edited by renowned editors with contributions of experts in the field. All chapters from Topics in Heterocyclic Chemistry are published Online First with an individual DOI. In references, Topics in Heterocyclic Chemistry is abbreviated as Top Heterocycl Chem and cited as a journal.

Author: François Diederich
Publisher: John Wiley & Sons
ISBN: 3527612203
Category : Science
Languages : de
Pages : 540

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Carbon-carbon bond forming reactions are arguably the most important processes in chemistry, as they represent key steps in the building of complex molecules from simple precursors. Among these reactions, metal-catalyzed cross-coupling reactions are extensively employed in a wide range of areas of preparative organic chemistry, ranging from the synthesis of complex natural products, to supramolecular chemistry, and materials science. In this work, a dozen internationally renowned experts and leaders in the field bring the reader up to date by documenting and critically analyzing current developments and uses of metal-catalyzed cross-coupling reactions. A particularly attractive and useful feature, that enhances the practical value of this monograph, is the inclusion of key synthetic protocols, in experimental format, chosen for broad utility and application. This practice-oriented book can offer the practitioner short cuts to ensure they remain up-to-date with the latest developments.

Author: Lukas J. Gooßen
Publisher: Springer
ISBN: 3642342868
Category : Science
Languages : en
Pages : 345

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Book Description
Barry Trost: Transition metal catalyzed allylic alkylation.- Jeffrey W. Bode: Reinventing Amide Bond Formation.- Naoto Chatani and Mamoru Tobisu: Catalytic Transformations Involving the Cleavage of C-OMe Bonds.- Gregory L. Beutner and Scott E. Denmark: The Interplay of Invention, Observation and Discovery in the Development of Lewis Base Activation of Lewis Acids for Catalytic Enantioselective Synthesis.- David R. Stuart and Keith Fagnou: The Discovery and Development of a Palladium(II)-Catalyzed Oxidative Cross-Coupling of Two Unactivated Arenes.- Lukas Gooßen and Käthe Gooßen: Decarboxylative Cross-Coupling Reactions.- A. Stephen K. Hashmi: Gold-Catalyzed Organic Reactions.- Ben List: Developing Catalytic Asymmetric Acetalizations.- Steven M. Bischof, Brian G. Hashiguchi, Michael M. Konnick, and Roy A. Periana: The De NovoDesign of CH Bond Hydroxylation Catalysts.- Benoit Cardinal-David, Karl A. Scheidt: Carbene Catalysis: Beyond the Benzoin and Stetter Reactions.- Kenso Soai and Tsuneomi Kawasaki: Asymmetric autocatalysis of pyrimidyl alkanol.- Douglas C. Behenna and Brian M. Stoltz: Natural Products as Inspiration for Reaction Development: Catalytic Enantioselective Decarboxylative Reactions of Prochiral Enolate Equivalents. Hisashi Yamamoto: Acid Catalysis in Organic Synthesis.

Author:
Publisher: Academic Press
ISBN: 0128121866
Category : Science
Languages : en
Pages : 510

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Book Description
Advances in Organometallic Chemistry, Volume 67 contains authoritative review articles of worldwide known researchers on the field of organometallic chemistry, covering topics in organometallic synthesis, reactions, mechanisms, homogeneous catalysis, and more. Updates in this new volume include chapters on Group 6 Metal Fischer Carbene Complexes: Versatile Synthetic Building Blocks, Recent Advances in Transition-Metal-Catalyzed Cross-Coupling Reactions With Tosylhydrazones,Oxidative Functionalization of Late Transition Metal-Carbon Bond, and Biaryl Synthesis via C–H Bond Activation: Strategies and Methods. This book will benefit a wide range of researchers involved in organometallic chemistry, including those working on synthetic protocols, mechanistic studies and practical applications. - Contains contributions from leading authorities in the field of organometallic chemistry - Covers topics in organometallic synthesis, reactions, mechanisms, homogeneous catalysis, and more - Informs and updates readers on all the latest developments in the field - Carefully edited to provide easy-to-read material

Author: Anant R. Kapdi
Publisher: Elsevier
ISBN: 0128052554
Category : Science
Languages : en
Pages : 502

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Strategies for Palladium-Catalyzed Non-directed and Directed C-H Bond Functionalization portrays the complete scope of these two aspects of C-H bond functionalization in a single volume for the first time. Featured topics include the influence of palladacyclic systems in C-H bond functionalization (need for newer catalytic systems for better efficiency), mechanistic aspect of the functionalization strategies leading to better systems, and applications of these methodologies to natural product synthesis and material synthesis. - Addresses the involvement of catalytic systems (palladacycles) for better functionalization of (hetero)arenes to emphasize the need for developing better, more selective systems - Covers the use of powerful mechanistic tools for understanding and assisting the development of better functionalization strategies - Discusses the finer aspects of C-H bond functionalization, such as control of regioselectivity with or without directing groups - Includes a chapter detailing the synthesis of naturally occurring molecules or functional molecules via both pathways for assessing the applicability of the functionalization strategies

Author: Carmen Claver
Publisher: Springer
ISBN: 3319666657
Category : Science
Languages : en
Pages : 291

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Book Description
The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors. All chapters from Topics in Organometallic Chemistry are published OnlineFirst with an individual DOI. In references, Topics in Organometallic Chemistry is abbrev iated as Top Organomet Chem and cited as a journal.

Author: Shinji Murai
Publisher: Springer
ISBN: 3540685251
Category : Science
Languages : en
Pages : 275

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Book Description
In the last few years a large repetoire of methods for the activation of unreactive organic functionalities and for their use in organic synthesis has been developed. In this volume, areas ranging from the activation of C-H bonds to the chemical transformation of dinitrogen are authoritatively discussed by leading experts in the field. To activate means to be able to cleave otherwise inert chemical bonds. The cleavage and formation of chemical bonds is fundamental to organic synthesis; these new activation methodologies make hitherto infeasible reactions extremely easy and create new opportunities for innovative organic transformations, for both industry and academia. This is the first book that provides a thorough and timely coverage of both inorganic and organic synthetic aspects of bond activation, thus giving a broad overview of the field and allowing both inorganic and organic chemists ready access to the methodologies involved.