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

Catalyst Development for the Direct Arylation of Aryl Chlorides, Bromides and Iodides PDF Author: Mathieu Parisien
Publisher:
ISBN:
Category : Aromatic amines
Languages : en
Pages : 0

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

Catalyst Development for the Direct Arylation of Aryl Chlorides, Bromides and Iodides PDF Author: Mathieu Parisien
Publisher:
ISBN:
Category : Aromatic amines
Languages : en
Pages : 0

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Modern Arylation Methods

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

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Book Description
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.

Palladium Catalyzed Carbon-carbon Bond Formation at Carbon-hydrogen Bonds

Palladium Catalyzed Carbon-carbon Bond Formation at Carbon-hydrogen Bonds PDF Author: Louis-Charles Campeau
Publisher:
ISBN:
Category :
Languages : en
Pages : 0

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Book Description
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.

The Mizoroki-Heck Reaction

The Mizoroki-Heck Reaction PDF Author: Martin Oestreich
Publisher: John Wiley & Sons
ISBN: 9780470716069
Category : Science
Languages : en
Pages : 608

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Book Description
Exploring the importance of Richard F. Heck’s carbon coupling reaction, this book highlights the subject of the 2010 Nobel Prize in Chemistry for palladium-catalyzed cross couplings in organic synthesis, and includes a foreword from Nobel Prize winner Richard F. Heck. The Mizoroki-Heck reaction is a palladium-catalyzed carbon–carbon bond forming process which is widely used in organic and organometallic synthesis. It has seen increasing use in the past decade as chemists look for strategies enabling the controlled construction of complex carbon skeletons. The Mizoroki-Heck Reaction is the first dedicated volume on this important reaction, including topics on: mechanisms of the Mizoroki-Heck reaction intermolecular Mizoroki-Heck reactions focus on regioselectivity and product outcome in organic synthesis waste-minimized Mizoroki-Heck reactions intramolecular Mizoroki-Heck reactions formation of heterocycles chelation-controlled Mizoroki-Heck reactions the Mizoroki-Heck reaction in domino processes oxidative heck-type reactions (Fujiwara-Moritani reactions) Mizoroki-Heck reactions with metals other than palladium ligand design for intermolecular asymmetric Mizoroki-Heck reactions intramolecular enantioselective Mizoroki-Heck reactions desymmetrizing Mizoroki-Heck reactions applications in combinatorial and solid phase syntheses, and the development of modern solvent systems and reaction techniques the asymmetric intramolecular Mizoroki-Heck reaction in natural product total synthesis Several chapters are devoted to asymmetric Heck reactions with particular focus on the construction of otherwise difficult-to-obtain sterically congested tertiary and quaternary carbons. Industrial and academic applications are highlighted in the final section. The Mizoroki-Heck Reaction will find a place on the bookshelves of any organic or organometallic chemist. “I am convinced that this book will rapidly become the most important reference text for research chemists in academia and industry who seek orientation in the rapidly growing and – for the layman – confusing field described as the “’Mizoroki–Heck reaction’.” (Synthesis, March 2010)

Metal-catalyzed Cross-coupling Reactions

Metal-catalyzed Cross-coupling Reactions PDF Author: François Diederich
Publisher: John Wiley & Sons
ISBN: 3527612203
Category : Science
Languages : de
Pages : 540

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Book Description
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.

Metal Catalyzed Cross-Coupling Reactions and More

Metal Catalyzed Cross-Coupling Reactions and More PDF Author: Armin de Meijere
Publisher: John Wiley & Sons
ISBN: 3527655603
Category : Science
Languages : en
Pages : 1640

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Book Description
This three volume book is the follow-up handbook to the bestselling volume "Metal-Catalyzed Cross-Coupling Reactions", the definitive reference in the field. In line with the enormous developments in this area, this is not a new edition, but rather a new book in three volumes with over 50% more content. This new content includes C-H activation, shifting the focus away from typical cross-coupling reactions, while those topics and chapters found in de Meijere/Diederich's book have been updated and expanded. With its highly experienced editor team and the list of authors reading like an international Who's-Who in the field, this work will be of great interest to every synthetic chemist working in academia and industry.

Inventing Reactions

Inventing Reactions PDF 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.

Homogeneous Catalysis for Unreactive Bond Activation

Homogeneous Catalysis for Unreactive Bond Activation PDF Author: Zhang-Jie Shi
Publisher: John Wiley & Sons
ISBN: 1118788990
Category : Science
Languages : en
Pages : 791

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Book Description
This book offers a comprehensive overview of different catalytic reactions applied to the activation of chemical bonds. Each of the seven chapters covers key C-X classes where carbon is combined with another element: chlorine, fluorine, nitrogen, sulfur, oxygen, hydrogen, and carbon. The first part of the book discusses homogeneous catalysis in the activation and transformation of C-Cl and C-F, highlighting their basic activation modes, cross-coupling, and intensive mechanisms. The second part of the book focuses on C-N, C-S, and C-O bonds, mentioning their catalytic pathways. Finally, C-H and C-C bonds, their activation, chemical transformations, and applicability are covered. Overall, the book presents methodologies that can be applied to the efficient synthesis of drug molecules and fine chemicals. Through their presentation, the authors show that synthetic chemistry can be done in greener ways that limit hazards and pollution.

Activation of Unreactive Bonds and Organic Synthesis

Activation of Unreactive Bonds and Organic Synthesis PDF 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.

Advances in Organometallic Chemistry

Advances in Organometallic Chemistry PDF 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