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Transition Metal-Catalyzed Couplings in Process Chemistry

Transition Metal-Catalyzed Couplings in Process Chemistry PDF Author: Javier Magano
Publisher: John Wiley & Sons
ISBN: 3527658920
Category : Science
Languages : en
Pages : 401

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Book Description
Transition metal-catalyzed coupling reactions have a rich history that led to the awarding of the 2010 Nobel Prize in Chemistry to Professors Suzuki, Heck, and Negishi for their pioneering contributions to the field. The coming of age of this active area of research is showcased in this book through case studies in which process chemists from the pharmaceutical industry share their personal experiences developing their own transition metal-catalyzed couplings for the large-scale manufacture of active pharmaceutical ingredients. Authors from Pfizer, Merck, Boehringer-Ingelheim, Novartis, Amgen, GSK, AstraZeneca, and other companies describe the evolution of robust coupling processes from inception through early and late development, including commercial routes where applicable. This book covers a wide range of coupling transformations while capturing the lessons learned from each process. Every case study details the optimization of at least one transition metal-catalyzed coupling while elaborating on issues such as design of experiments, scalability and throughput, product purification, process safety, and waste management. The important issue of metal removal and the different technologies available to accomplish this goal are also addressed. Finally, a section covers novel technologies for cross-coupling with high potential for future applications on a large scale, such as microwave and flow chemistry as well as green cross-couplings performed in water. With Forewords by Stephen L. Buchwald, Massachusetts Institute of Technology, Trevor Laird, Editor of Organic Process Research and Development and Neal G. Anderson, Anderson's Process Solutions LLC.

Transition Metal-Catalyzed Couplings in Process Chemistry

Transition Metal-Catalyzed Couplings in Process Chemistry PDF Author: Javier Magano
Publisher: John Wiley & Sons
ISBN: 3527658920
Category : Science
Languages : en
Pages : 401

View

Book Description
Transition metal-catalyzed coupling reactions have a rich history that led to the awarding of the 2010 Nobel Prize in Chemistry to Professors Suzuki, Heck, and Negishi for their pioneering contributions to the field. The coming of age of this active area of research is showcased in this book through case studies in which process chemists from the pharmaceutical industry share their personal experiences developing their own transition metal-catalyzed couplings for the large-scale manufacture of active pharmaceutical ingredients. Authors from Pfizer, Merck, Boehringer-Ingelheim, Novartis, Amgen, GSK, AstraZeneca, and other companies describe the evolution of robust coupling processes from inception through early and late development, including commercial routes where applicable. This book covers a wide range of coupling transformations while capturing the lessons learned from each process. Every case study details the optimization of at least one transition metal-catalyzed coupling while elaborating on issues such as design of experiments, scalability and throughput, product purification, process safety, and waste management. The important issue of metal removal and the different technologies available to accomplish this goal are also addressed. Finally, a section covers novel technologies for cross-coupling with high potential for future applications on a large scale, such as microwave and flow chemistry as well as green cross-couplings performed in water. With Forewords by Stephen L. Buchwald, Massachusetts Institute of Technology, Trevor Laird, Editor of Organic Process Research and Development and Neal G. Anderson, Anderson's Process Solutions LLC.

Applications of Transition Metal Catalysis in Drug Discovery and Development

Applications of Transition Metal Catalysis in Drug Discovery and Development PDF Author: Matthew L. Crawley
Publisher: John Wiley & Sons
ISBN: 0470631325
Category : Science
Languages : en
Pages : 374

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Book Description
This book focuses on the drug discovery and development applications of transition metal catalyzed processes, which can efficiently create preclinical and clinical drug candidates as well as marketed drugs. The authors pay particular attention to the challenges of transitioning academically-developed reactions into scalable industrial processes. Additionally, the book lays the groundwork for how continued development of transition metal catalyzed processes can deliver new drug candidates. This work provides a unique perspective on the applications of transition metal catalysis in drug discovery and development – it is a guide, a historical prospective, a practical compendium, and a source of future direction for the field.

Theoretical Aspects of Transition Metal Catalysis

Theoretical Aspects of Transition Metal Catalysis PDF Author: Gernot Frenking
Publisher: Springer Science & Business Media
ISBN: 9783540235101
Category : Science
Languages : en
Pages : 284

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Book Description
Transition metal catalysis belongs to the most important chemical research areas because a ubiquitous number of chemical reactions are catalyzed by transition metal compounds. Many efforts are being made by industry and academia to find new and more efficient catalysts for chemical processes. Transition metals play a prominent role in catalytic research because they have been proven to show an enormous diversity in lowering the activation barrier for chemical reactions. For many years, the search for new catalysts was carried out by trial and error, which was costly and time consuming. The understanding of the mechanism of the catalytic process is often not very advanced because it is difficult to study the elementary steps of the catalysis with experimental techniques. The development of modern quantum chemical methods for calculating possible intermediates and transition states was a breakthrough in gaining an understanding of the reaction pathways of transition metal catalyzed reactions. This volume, organized into eight chapters written by leading scientists in the field, illustrates the progress made during the last decade. The reader will obtain a deep insight into the present state of quantum chemical research in transition metal catalysis.

Cross-Coupling Reactions

Cross-Coupling Reactions PDF Author: Norio Miyaura
Publisher: Springer
ISBN: 354045313X
Category : Science
Languages : en
Pages : 248

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Book Description
In 1972, a very powerful catalytic cycle for carbon-carbon bond formation was 2 first discovered by the coupling reaction of Grignard reagents at the sp -carbon. Over the past 30 years, the protocol has been substantially improved and expanded to other coupling reactions of Li,B,N,O,Al,Si,P,S,Cu,Mn,Zn,In,Sn, and Hg compounds. These reactions provided an indispensable and simple methodology for preparative organic chemists. Due to the simplicity and rel- bility in the carbon-carbon, carbon-heteroatom, and carbon-metalloid bo- formations,as well as high efficiency of the catalytic process,the reactions have been widely employed by organic chemists in various fields. Application of the protocol ranges from various syntheses of complex natural products to the preparation of biologically relevant molecules including drugs, and of sup- molecules, and to functional materials. The reactions on solid surfaces allow robot synthesis and combinatorial synthesis. Now, many organic chemists do not hesitate to use transition metal complexes for the transformation of org- ic molecules. Indeed, innumerable organic syntheses have been realized by the catalyzed reactions of transition metal complexes that are not achievable by t- ditional synthetic methods. Among these, the metal-catalyzed cross-coupling reactions have undoubtedly contributed greatly to the development of such a new area of “metal-catalyzed organic syntheses”. An excellent monograph for the cross-coupling reactions and other met- catalyzed C-C bond-forming reactions recently appeared in Metal-catalyzed Cross-coupling Reactions (Wiley-VCH,1998).

Organic Synthesis Using Transition Metals

Organic Synthesis Using Transition Metals PDF Author: Roderick Bates
Publisher: John Wiley & Sons
ISBN: 1118313666
Category : Science
Languages : en
Pages : 464

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Book Description
Transition metals open up new opportunities for synthesis, becausetheir means of bonding and their reaction mechanisms differ fromthose of the elements of the s and p blocks. In the last twodecades the subject has mushroomed - established reactions areseeing both technical improvements and increasing numbers ofapplications, and new reactions are being developed. Thepracticality of the subject is demonstrated by the large number ofpublications coming from the process development laboratories ofpharmaceutical companies, and its importance is underlined by thefact that three Nobel prizes have been awarded for discoveries inthis field in the 21st Century already. Organic Synthesis Using Transition Metals, 2nd Editionconsiders the ways in which transition metals, as catalysts andreagents, can be used in organic synthesis, both for pharmaceuticalcompounds and for natural products. It concentrates on thebond-forming reactions that set transition metal chemistry apartfrom "classical" organic chemistry. Each chapter isextensively referenced and provides a convenient point of entry tothe research literature. Topics covered include: introduction to transition metals in organic synthesis coupling reactions C-H activation carbonylative coupling reactions alkene and alkyne insertion reactions electrophilic alkene and alkyne complexes reactions of alkyne complexes carbene complexes spanstyle="font-family: Symbol; font-size: 10pt; mso-fareast-font-family: 'Times New Roman'; mso-bidi-font-family: Arial; mso-ansi-language: EN-GB; mso-fareast-language: EN-US; mso-bidi-language: AR-SA;"h/span3-or spanstyle="font-family: Symbol; font-size: 10pt; mso-fareast-font-family: 'Times New Roman'; mso-bidi-font-family: Arial; mso-ansi-language: EN-GB; mso-fareast-language: EN-US; mso-bidi-language: AR-SA;"p/span-allyl-allyl complexes diene, dienyl and arene complexes cycloaddition and cycloisomerisation reactions For this second edition the text has been extensively revisedand expanded to reflect the significant improvements and advancesin the field since the first edition, as well as the large numberof new transition metal-catalysed processes that have come toprominence in the last 10 years – for example theextraordinary progress in coupling reactions using“designer” ligands, catalysis using gold complexes, newopportunities arising from metathesis chemistry, and C-H activation– without neglecting the well established chemistry of metalssuch as palladium. Organic Synthesis Using Transition Metals, 2nd Editionwill find a place on the bookshelves of advanced undergraduates andpostgraduates working in organic synthesis, catalysis, medicinalchemistry and drug discovery. It is also useful for practisingresearchers who want to refresh and enhance their knowledge of thefield.

Transition Metal-Catalyzed Carbene Transformations

Transition Metal-Catalyzed Carbene Transformations PDF Author: Jianbo Wang
Publisher: John Wiley & Sons
ISBN: 3527347992
Category : Science
Languages : en
Pages : 450

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Book Description
Presents an up-to-date overview of the rapidly growing field of carbene transformations Carbene transformations have had an enormous impact on catalysis and organometallic chemistry. With the growth of transition metal-catalyzed carbene transformations in recent decades, carbene transformations are today an important compound class in organic synthesis as well as in the pharmaceutical and agrochemical industries. Edited by leading experts in the field, Transition Metal-Catalyzed Carbene Transformations is a thorough summary of the most recent advances in the rapidly expanding research area. This authoritative volume covers different reaction types such as ring forming reactions and rearrangement reactions, details their conditions and properties, and provides readers with accurate information on a wide range of carbene reactions. Twelve in-depth chapters address topics including carbene C-H bond insertion in alkane functionalization, the application of engineered enzymes in asymmetric carbene transfer, progress in transition-metal-catalyzed cross-coupling using carbene precursors, and more. Throughout the text, the authors highlight novel catalytic systems, transformations, and applications of transition-metal-catalyzed carbene transfer. Highlights the dynamic nature of the field of transition-metal-catalyzed carbene transformations Summarizes the catalytic radical approach for selective carbene cyclopropanation, high enantioselectivity in X-H insertions, and bio-inspired carbene transformations Introduces chiral N,N'-dioxide and chiral guanidine-based catalysts and different transformations with gold catalysis Discusses approaches in cycloaddition reactions with metal carbenes and polymerization with carbene transformations Outlines multicomponent reactions through gem-difunctionalization and transition-metal-catalyzed cross-coupling using carbene precursors Transition Metal-Catalyzed Carbene Transformations is essential reading for all chemists involved in organometallics, including organic and inorganic chemists, catalytic chemists, and chemists working in industry.

Transition Metal Catalyzed Oxidative Cross-Coupling Reactions

Transition Metal Catalyzed Oxidative Cross-Coupling Reactions PDF Author: Aiwen Lei
Publisher: Springer
ISBN: 3662581043
Category : Science
Languages : en
Pages : 192

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Book Description
This book is a comprehensive text covering the research and development trends in the booming field of transition metal catalyzed oxidative cross-coupling reactions. Oxidative cross-coupling reaction is a new method to forming chemical bonds besides the traditional cross-coupling reactions. This book provides the answers to how this coupling reaction occurs and what its advantages are. The palladium, copper and iron catalyzed oxidative cross-coupling reactions as the main focuses of interest are described in detail. The oxidative cross-coupling reactions catalyzed by other metals and transition-metal-free oxidative coupling reactions are also introduced.This book provides a useful reference source for researchers and graduates in the field of transition metal catalyzed coupling reactions. It is also valuable to researchers working in pharmaceutical companies, fine organic chemical companies, and etc.

Organometallics in Process Chemistry

Organometallics in Process Chemistry PDF Author: Thomas J. Colacot
Publisher: Springer Nature
ISBN: 3030279618
Category : Science
Languages : en
Pages : 314

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Book Description
This volume gives an overview of the applications of organometallic chemistry in process chemistry relevant to the current topics in synthetic chemistry. This volume starts with an introduction on the historical development of organometallics in process chemistry and is followed by chapters dealing with the last five years’ development in various organometallic reaction types such as the challenging cross coupling process, construction of 3.1.0 bicycles, pressure and transfer hydrogenations of historically challenging compounds such as esters, utilization of carbon dioxide for making organic compounds by flow process, drug synthesis and metal detection and scavenging in the finished APIs. A chapter by Colacot et.al., is also devoted to the process development and structural understanding of organometallic catalysts with particular emphasis to LnPd(0) catalysts. An academia – industry collaborated chapter on the use of water as a solvent for organometallic processes is included in this book.

Early Drug Development

Early Drug Development PDF Author: Fabrizio Giordanetto
Publisher: John Wiley & Sons
ISBN: 3527801774
Category : Science
Languages : en
Pages : 816

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Book Description
This one-stop reference systematically covers key aspects in early drug development that are directly relevant to the discovery phase and are required for first-in-human studies. Its broad scope brings together critical knowledge from many disciplines, ranging from process technology to pharmacology to intellectual property issues. After introducing the overall early development workflow, the critical steps of early drug development are described in a sequential and enabling order: the availability of the drug substance and that of the drug product, the prediction of pharmacokinetics and -dynamics, as well as that of drug safety. The final section focuses on intellectual property aspects during early clinical development. The emphasis throughout is on recent case studies to exemplify salient points, resulting in an abundance of practice-oriented information that is usually not available from other sources. Aimed at medicinal chemists in industry as well as academia, this invaluable reference enables readers to understand and navigate the challenges in developing clinical candidate molecules that can be successfully used in phase one clinical trials.

New Trends in Cross-Coupling

New Trends in Cross-Coupling PDF Author: Thomas Colacot
Publisher: Royal Society of Chemistry
ISBN: 1849738963
Category : Science
Languages : en
Pages : 914

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Book Description
Following on from its recognition in the 2010 Nobel Prize for Chemistry, contributors from across the globe present the latest cross-coupling trends in both academia and industry.