Synthesis and Modification of Heterocycles by Metal-Catalyzed Cross-coupling Reactions

Synthesis and Modification of Heterocycles by Metal-Catalyzed Cross-coupling Reactions
Author: Tamás Patonay
Publisher: Springer
Total Pages: 371
Release: 2016-06-15
Genre: Science
ISBN: 3319326104

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.

Cross-Coupling Reactions

Cross-Coupling Reactions
Author: Norio Miyaura
Publisher: Springer
Total Pages: 253
Release: 2003-07-01
Genre: Science
ISBN: 354045313X

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).

Amino Acids: Insights and Roles in Heterocyclic Chemistry

Amino Acids: Insights and Roles in Heterocyclic Chemistry
Author: Zerong Wang
Publisher: CRC Press
Total Pages: 420
Release: 2023-05-26
Genre: Science
ISBN: 1000738922

This is the second volume of a first-of-its-kind four-volume book set that provides readers with up-to-date information on α-amino acids, the potential challenges in working with α-amino acids, the protecting groups for the carboxyl, amino and side chain groups of the amino acids, and the most popular heterocyclic compounds that are originating from alpha-amino acids. These heterocyclic compounds include hydantoins, thiohydantoins (including 2-thiohydantoins, 4-thiohydantoins, 2,4-dithiohydantoins), 2,5-diketopiperazines, N-carboxyanhydrides, N-thiocarboxyanhydrides, sydnones, sydnonimines, azlactones, pseudoazlactones, and oxazolidin-5-ones. This is the first resource to comprehensively collect all the heterocycles that can be directly prepared from α-amino acids. In addition, almost all kinds of synthetic methods for a particular type of heterocycles from alpha-amino acids are included, along with the detailed mechanistic discussions and experimental procedures. In Volume 2: Hydantoins, Thiohydantoins, and 2,5-Diketopiperazines compiles the three IUPAC accepted nomenclature systems for heterocyclic compounds, which will be very useful for readers working in the heterocyclic chemistry field for giving synthesized molecules their correct names. In addition, three groups of heterocyclic compounds, i.e., hydantoins, thiohydantoins (including 2-thiohydantoin, 4-thiohydantoin and 2,4-dithiohydantoin), and 2,5-diketopiperazines, have been organized with updated literature information. Particularly, all three groups of heterocyclic compounds have demonstrated many important biological activities, particularly anticancer and antibacterial activities. On the other hand, these three groups of heterocycles can be applied as substrates to make other chemical derivatives, particularly novel unnatural amino acids. All their reactivities have been compiled and updated. The other volumes include: Volume 1: Protecting Groups Volume 3: N-Carboxyanhydrides, N-Thiocarboxyanhydrides, and Sydnones Volume 4: Azlactones and Oxazolidin-5-ones All together, this unique 4-volume set thoroughly covers the two types of heterocyclic compounds that are originated from alpha-amino acids, providing carefully compiled updated information with detailed examples. The author has shared many thoughtful insights based on his strong background in physical organic chemistry. The volumes will be highly valuable for graduate students and senior students, as well as for professors and researchers working in the field of medicinal and pharmaceutical chemistry, organic chemistry, organic synthesis, heterocycles, and proteins and peptides.

Advances in Heterocyclic Chemistry

Advances in Heterocyclic Chemistry
Author:
Publisher: Academic Press
Total Pages: 276
Release: 2018-05-21
Genre: Science
ISBN: 0128155388

Advances in Heterocyclic Chemistry, Volume 126, is the definitive series in the field, one that is of great importance to organic chemists, polymer chemists and many biological scientists. Because biology and organic chemistry increasingly intersect, the associated nomenclature is used more frequently in explanations. Updates to this release include sections on The Literature of Heterocyclic Chemistry, Part XVI, 2016, The preparation and properties of heteroarylazulenes and hetero-fused azulenes, Recent developments in pyrazole chemistry, Yne, Ene-Yne Synthetic Approaches to Heterocycles, Appel Salt and Heterocycles: A review of Thirty Years of 4,5-Dichloro-1,2,3-dithiazolium Chloride Chemistry, and more. Written by established authorities in the field, this comprehensive review combines descriptive synthetic chemistry and mechanistic insight to yield an understanding on how chemistry drives the preparation and useful properties of heterocyclic compounds. - Considered the definitive serial in the field of heterocyclic chemistry - Serves as the go-to reference for organic chemists, polymer chemists and many biological scientists - Provides timely, comprehensive reviews written by established authorities in the field - Combines descriptive synthetic chemistry and mechanistic insight to enhance understanding on how chemistry drives the preparation and useful properties of heterocyclic compounds

Advances in Organometallic Chemistry

Advances in Organometallic Chemistry
Author: Pedro J. Perez
Publisher: Academic Press
Total Pages: 324
Release: 2018-10-25
Genre: Science
ISBN: 0128155108

Advances in Organometallic Chemistry, Volume 70, contains authoritative review articles of worldwide known researchers in the field of organometallic chemistry. This longstanding serial is known for its comprehensive coverage of topics in organometallic synthesis, reactions, mechanisms, homogeneous catalysis, and more. It is ideal for a wide range of researchers involved in organometallic chemistry, including synthetic protocols, mechanistic studies and practical applications. Topics of note in this new release include Carbon Dioxide Electroreduction Catalyzed by Organometallic Complexes, Single-electron Elementary Steps in Homogeneous Organometallic Catalysis, Recent advances in catalytic hydrosilylation of carbonyl groups mediated by well-defined first-row late transition metals, and more. - 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 the latest developments in the field - Carefully edited to provide easy-to-read material

Palladium-Catalyzed Modification of Nucleosides, Nucleotides and Oligonucleotides

Palladium-Catalyzed Modification of Nucleosides, Nucleotides and Oligonucleotides
Author: Anant R. Kapdi
Publisher: Elsevier
Total Pages: 360
Release: 2018-06-04
Genre: Science
ISBN: 012811293X

Palladium-Catalyzed Modification of Nucleosides, Nucleotides and Oligonucleotides describes the procedures and protocols related to the modification of nucleosides, nucleotides and oligonucleotides via Pd-mediated cross-coupling processes. The book highlights the growing area of nucleic acid modification and how Pd-mediated coupling reactions can assist this development. Users will find key synthetic protocols for these reactions in this latest volume in the Latest Trends in Palladium Chemistry series. As most of the research in the field of antiviral agents has centered on the use of modified nucleosides that have exhibited promising activity, this book provides an up-to-date reference for both professionals in industry and other interested parties. - Provides synthetic routes for useful nucleoside molecules, information otherwise found only through time-consuming literature searches - Covers metal-mediated and metal-catalyzed cross coupling processes of nucleosides and related compounds - Includes Suzuki-Miyaura, Stille and Sonogashira reactions, as well as C-H bond functionalization - Highlights the growing area of nucleic acid modification and how Pd-mediated coupling reactions can assist

Heterocyclic N-Oxides

Heterocyclic N-Oxides
Author: Oleg V. Larionov
Publisher: Springer
Total Pages: 163
Release: 2017-07-12
Genre: Science
ISBN: 3319606875

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.

Applied Cross-Coupling Reactions

Applied Cross-Coupling Reactions
Author: Yasushi Nishihara
Publisher: Springer Science & Business Media
Total Pages: 247
Release: 2012-12-14
Genre: Science
ISBN: 3642323685

“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.

Copper in N-Heterocyclic Chemistry

Copper in N-Heterocyclic Chemistry
Author: Ananya Srivastava
Publisher: Elsevier
Total Pages: 506
Release: 2020-11-13
Genre: Science
ISBN: 012821547X

Copper in N-Heterocyclic Chemistry provides an overview of copper-catalyzed synthesis and functionalization of N-heterocyclic compounds, covering all recent developments in a way that is ideal for researchers and students working in the area of synthetic organic chemistry and medicinal chemistry. The book explores N-heterocyclic compounds as unique structural units in the development of natural products and pharmaceuticals, along with the remarkable progress made in the area of high atom economic strategies, and more recently, copper-catalyzed C-H activation and its applications in organic synthesis. Readers will find troubleshooting protocols, as well as the advantages and limitations of each method discussed. As copper catalysts show versatile chemical reactivity in many aspects, including their oxidation states 0–3 are accessible and their ability to facilitate bond formations due to their ability to serve as Lewis acids, oxidizing agents and catalysts, this book is an ideal resource on the topics explored. - Discusses novel synthetic methods developed over the past decade for copper-catalyzed synthesis of N-heterocyclic compounds - Covers the most recent methodologies adapted in synthetic chemistry for applications in natural products and pharmaceuticals - Includes troubleshooting protocols, as well as the advantages and limitations of each method discussed in detail

Palladium-Catalyzed Coupling Reactions

Palladium-Catalyzed Coupling Reactions
Author: Árpád Molnár
Publisher: John Wiley & Sons
Total Pages: 531
Release: 2013-02-14
Genre: Science
ISBN: 3527648305

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