The Mizoroki-Heck Reaction

The Mizoroki-Heck Reaction

Author: Martin Oestreich

Publisher: John Wiley & Sons

Published: 2009-02-11

Total Pages: 608

ISBN-13: 9780470716069

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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)


Selectivity in the Synthesis of Cyclic Sulfonamides

Selectivity in the Synthesis of Cyclic Sulfonamides

Author: Kimberly Geoghegan

Publisher: Springer

Published: 2014-08-20

Total Pages: 159

ISBN-13: 3319103385

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In the area of organic chemistry one major challenge we are currently faced with is how to assemble potentially useful molecules in new ways that generate molecular complexity and in sequences that are as efficient as possible. Our efforts in this regard, specifically for the preparation of amino containing compounds incorporating an aromatic ring, are described in this doctoral thesis. We discovered an interesting regioselectivity in an intramolecular Heck reaction, which we studied for a series of substrates that are unbiased in terms of the size of the newly formed ring, where very high levels of selectivity in relation to the new carbon-carbon bond are typically observed. DFT calculations were performed to attempt to shed light on the reaction sequence. This regioselective Heck reaction, combined with the reductive removal of the temporary amino-protecting group, allowed us to synthesize the Sceletium alkaloids: mesembrane, mesembranol and mesembrine.


Reaction Mechanisms in Organic Chemistry

Reaction Mechanisms in Organic Chemistry

Author: Metin Balcı

Publisher: John Wiley & Sons

Published: 2021-12-01

Total Pages: 644

ISBN-13: 3527349642

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An accessible and step-by-step exploration of organic reaction mechanisms In Reaction Mechanisms in Organic Chemistry, eminent researcher Dr. Metin Balci delivers an excellent textbook for understanding organic reaction mechanisms. The book offers a way for undergraduate and graduate students to understand???rather than memorize???the principles of reaction mechanisms. It includes the most important reaction types, including substitution, elimination, addition, pericyclic, and C-C coupling reactions. Each chapter contains problems and accompanying solutions that cover central concepts in organic chemistry. Students will learn to understand the foundational nature of ideas like Lewis acids and bases, electron density, the mesomeric effect, and the inductive effect via the use of detailed examples and an expansive discussion of the concept of hybridization. Along with sections covering aromaticity and the chemistry of intermediates, the book includes: A thorough introduction to basic concepts in organic reactions, including covalent bonding, hybridization, electrophiles and nucleophiles, and inductive and mesomeric effects Comprehensive explorations of nucleophilic substitution reactions, including optical activity and stereochemistry of SN2 reactions Practical discussions of elimination reactions, including halogene elimination and Hofmann elimination In-depth examinations of addition reactions, including the addition of water to alkenes and the epoxidation of alkenes Perfect for students of chemistry, biochemistry, and pharmacy, Reaction Mechanisms in Organic Chemistry will also earn a place in the libraries of researchers and lecturers in these fields seeking a one-stop resource on organic reaction mechanisms.


Catalyzed Mizoroki–Heck Reaction or C–H activation

Catalyzed Mizoroki–Heck Reaction or C–H activation

Author: Sabine Berteina-Raboin

Publisher: MDPI

Published: 2020-02-13

Total Pages: 182

ISBN-13: 3039281380

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In the last few decades, research on the elaboration by palladium-catalytic processes of C-C bonds or the activation of C–H bonds has increased considerably. Yet there is still room for much improvement in terms of selectivity, or enantioselectivity, via the development of new ligands or the study of the catalytic effect of other metals to carry out the same chemical transformations. In addition, the attention paid to environmentally friendly methods in terms of the quantities of catalysts, ligands, and solvents is currently indispensable. The Mizoroki-Heck reaction is one of these important catalytic methods which generates C-C bonds in organic synthesis and is also possible by C-H activation. This book, titled “Catalyzed Mizoroki-Heck Reaction or C-H activation” focuses on new advances in the formation of C-C bonds or new C-H activation methods. It contains original research papers and short reviews on the synthesis of biologically active compounds using these catalytic processes, the identification of new catalysts, of new conditions allowing selectivity or enantioselectivity, the activity and stability of catalyst under turnover conditions, and all improvements in catalytic processes.


Modern Arylation Methods

Modern Arylation Methods

Author: Lutz Ackermann

Publisher: John Wiley & Sons

Published: 2009-04-22

Total Pages: 561

ISBN-13: 3527627332

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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.


Palladium-Catalyzed Coupling Reactions

Palladium-Catalyzed Coupling Reactions

Author: Árpád Molnár

Publisher: John Wiley & Sons

Published: 2013-02-14

Total Pages: 531

ISBN-13: 3527648305

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This handbook and ready reference brings together all significant issues of practical importance in selected topics discussing recent significant achievements for interested readers in one single volume. While covering homogeneous and heterogeneous catalysis, the text is unique in focusing on such important aspects as using different reaction media, microwave techniques or catalyst recycling. It also provides a comprehensive treatment of key issues of modern-day coupling reactions having emerged and matured in recent years and emphasizes those topics that show potential for future development, such as continuous flow systems, water as a reaction medium, and catalyst immobilization, among others. With its inclusion of large-scale applications in the pharmaceutical industry, this will equally be of great interest to industrial chemists. From the contents * Palladium-Catalyzed Cross-Coupling Reactions - A General Introduction * High-turnover Heterogeneous Palladium Catalysts in Coupling Reactions: the Case of Pd Loaded on Dealuminated Y Zeolites Palladium-Catalyzed Coupling Reactions with Magnetically Separable Nanocatalysts * The Use of Ordered Porous Solids as Support Materials in Palladium-Catalyzed Cross-Coupling Reactions * Coupling Reactions Induced by Polymer-Supported Catalysts * Coupling Reactions in Ionic Liquids * Cross-Coupling Reactions in Aqueous Media * Microwave-Assisted Synthesis in C-C and C-Heteroatom Coupling Reactions * Catalyst Recycling in Palladium-Catalyzed Carbon-Carbon Coupling Reactions * Nature of the True Catalytic Species in Carbon-Carbon Coupling Reactions with * Heterogeneous Palladium Precatalysts * Coupling Reactions in Continuous Flow Systems * Large-Scale Applications of Palladium-Catalyzed Couplings in the Pharmaceutical Industry


Applied Cross-Coupling Reactions

Applied Cross-Coupling Reactions

Author: Yasushi Nishihara

Publisher: Springer Science & Business Media

Published: 2012-12-14

Total Pages: 247

ISBN-13: 3642323685

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“Applied Cross-Coupling Reactions” provides students and teachers of advanced organic chemistry with an overview of the history, mechanisms and applications of cross-coupling reactions. Since the discovery of the transition-metal-catalyzed cross-coupling reactions in 1972, numerous synthetic uses and industrial applications have been developed. The mechanistic studies of the cross-coupling reactions have disclosed that three fundamental reactions: oxidative addition, transmetalation, and reductive elimination, are involved in a catalytic cycle. Cross-coupling reactions have allowed us to produce a variety of compounds for industrial purposes, such as natural products, pharmaceuticals, liquid crystals and conjugate polymers for use in electronic devices. Indeed, the Nobel Prize for Chemistry in 2010 was awarded for work on cross-coupling reactions. In this book, the recent trends in cross-coupling reactions are also introduced from the point of view of synthesis design and catalytic activities of transition-metal catalysts.


Flash Chemistry

Flash Chemistry

Author: Jun-ichi Yoshida

Publisher: John Wiley & Sons

Published: 2008-10-13

Total Pages: 244

ISBN-13: 0470723416

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Have you ever wished you could speed up your organic syntheses without losing control of the reaction? Flash Chemistry is a new concept which offers an integrated scheme for fast, controlled organic synthesis. It brings together the generation of highly reactive species and their reactions in Microsystems to enable highly controlled organic syntheses on a preparative scale in timescales of a few seconds or less. Flash Chemistry: Fast Organic Synthesis in microsystems is the first book to describe this exciting new technique, with chapters covering: an introduction to flash chemistry reaction dynamics: how fast is the act of chemical transformation, what is the rate of reaction, and what determines the selectivity of a reaction? examples of why flash chemistry is needed: the rapid construction of chemical libraries, rapid synthesis of radioactive PET probes, and on-demand rapid synthesis in industry the generation of highly reactive species through thermal, microwave, chemical, photochemical, and electrochemical activation microsystems: What are microsystems and how are they made? Why is size so important? What are the characteristic features of microsystems? conduction and control of extremely fast reactions using microsystems applications of flash chemistry in organic synthesis polymer synthesis based on flash chemistry industrial applications of flash chemistry Flash Chemistry: Fast Organic Synthesis in Microsystems is an essential introduction to anyone working in organic synthesis, process chemistry, chemical engineering and physical organic chemistry concerned with fundamental aspects of chemical reactions an d synthesis and the production of organic compounds.


Asymmetric Dearomatization Reactions

Asymmetric Dearomatization Reactions

Author: Shu-Li You

Publisher: John Wiley & Sons

Published: 2016-09-13

Total Pages: 422

ISBN-13: 3527338519

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The first comprehensive account of the rapidly growing field of asymmetric dearomatization reactions with a focus on catalytic methods. It introduces the concept of dearomatization and describes recent progress in asymmetric reaction procedures with different catalyst systems, such as organocatalysts, transition metal catalysts, and enzymes. Chapters on dearomatizations of electron-deficient aromatic rings, dearomatization reactions via transition metal-catalyzed cross-couplings as well as dearomatization strategies in the synthesis of complex natural products are also included. Written by pioneers in the field, this is a highly valuable source of information not only for professional synthetic chemists in academia and industry but also for all those are interested in asymmetric methodologies and organic synthesis in general.