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Synthesis of Functionalized Organoboron Compounds Through Copper(I) Catalysis

Synthesis of Functionalized Organoboron Compounds Through Copper(I) Catalysis
Author: Koji Kubota
Publisher: Springer
Total Pages: 222
Release: 2017-06-27
Genre: Science
ISBN: 9811049351

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This book describes state-of-the-art borylation chemistry using copper(I) catalysis. Enantioselective reactions are included to afford a variety of functionalized, complex organoboronate esters, which will find wide application in asymmetric synthesis, drug discovery, and material science. Organoboron compounds are recognized as useful reagents in organic synthesis; therefore, great effort has been devoted to the development of a simple, mild, and efficient method for their preparation in the past several years. However, the synthesis of functionalized organoboron compounds remains a challenging issue because known reactions often require the use of highly reactive organometallic carbon nucleophiles. This book focuses on conceptually new, formal nucleophilic copper(I)-catalyzed borylation reactions with diboron compounds that show high selectivity and excellent functional group compatibility. Theoretical studies based on density functional theory calculations to understand the reaction mechanisms have also been described. Advances in this novel borylation chemistry will allow the rapid and efficient synthesis of complex molecules with potentially interesting properties in combination with the boron functionalization process.


Synthesis and Application of Organoboron Compounds

Synthesis and Application of Organoboron Compounds
Author: Elena Fernández
Publisher: Springer
Total Pages: 334
Release: 2015-03-04
Genre: Science
ISBN: 3319130544

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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 in 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.


Copper(I)-Catalyzed Stereoselective Borylation Reactions

Copper(I)-Catalyzed Stereoselective Borylation Reactions
Author: Yu Ozawa
Publisher: Springer Nature
Total Pages: 236
Release: 2023-05-30
Genre: Science
ISBN: 9819910986

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This book focuses on the development of novel functionalized organoboron compounds and those synthetic methods. High degrees of chemo-, regio-, and stereoselectivities of the borylation reactions are attained through catalyst design and optimization. Furthermore, the selectivity-determining mechanisms are analyzed with state-of-the-art DFT and other computational methods. In this book, the author synthesizes some multi-substituted alkenyl and allylic boronates via borylation reactions using a copper(I)/diboron catalyst system. Those compounds contain novel densely substituted and distorted structures, which have not been accessed by other methods. The high stereoselectivities are achieved by the optimization of the catalyst, especially the ligand. Some new ligands are also developed in this book. Furthermore, the derivatization of the borylation products is demonstrated to access the sterically demanding complex molecules. Also, the author performs computational analysis to reveal how the catalyst controls the selectivities. The deep insight into the reaction mechanism provides guides for rational catalyst design for not only copper(I) catalysis but also other transition metal catalysis. Thus, the content should be of interest to academic and industrial scientists in a wide range of areas.


Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis

Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis
Author: E. Fernández
Publisher: Thieme
Total Pages: 582
Release: 2020-05-22
Genre: Science
ISBN: 3132429732

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The widespread use of organoboron compounds justifies the efforts devoted to their synthesis, as well as toward developing an understanding of their reactivity. The nature of the mono- or diboron species is of paramount importance in determining the reversible covalent binding properties of the boron atom with both nucleophiles and electrophiles. By wedding the rich chemical potential of organoboron compounds to the ubiquity of organic scaffolds, advanced borylation reactions have the potential to open unprecedented synthetic alternatives, and new knowledge in the field should encourage chemists to use organoboron compounds. In this volume, the main objective is to provide a collection of the most useful, practical, and reliable methods, reported mainly within the last decade, for boron activation and boron reactivity. The volume covers the main concepts of organoboron compounds and includes experimental procedures, enabling newcomers to the field the instant and reliable application of the new tools in synthesis. Rather than aiming for a comprehensive coverage, the most advanced solutions for challenging transformations are introduced. To this end, a team of pioneers and leaders in the field have been assembled who discuss both the practical and conceptual aspects of this rapidly growing field.


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

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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


Copper Catalysis in Organic Synthesis

Copper Catalysis in Organic Synthesis
Author: Gopinathan Anilkumar
Publisher: John Wiley & Sons
Total Pages: 504
Release: 2020-12-07
Genre: Technology & Engineering
ISBN: 3527347372

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The most current information on growing field of copper catalysis Copper Catalysis in Organic Synthesis contains an up-to-date overview of the most important reactions in the presence of copper catalysts. The contributors—noted experts on the topic—provide an introduction to the field of copper catalysis, reviewing its development, scope, and limitations, as well as providing descriptions of various homo- and cross-coupling reactions. In addition, information is presented on copper-catalyzed C–H activation, amination, carbonylation, trifluoromethylation, cyanation, and click reactions. Comprehensive in scope, the book also describes microwave-assisted and multi-component transformations as well as copper-catalyzed reactions in green solvents and continuous flow reactors. The authors highlight the application of copper catalysis in asymmetric synthesis and total synthesis of natural products and heterocycles as well as nanocatalysis. This important book: Examines copper and its use in organic synthesis as a more cost-effective and sustainable for researchers in academia and industry Offers the first up-to-date book to explore copper as a first line catalyst for many organic reactions Presents the most significant developments in the area, including cross-coupling reactions, C–H activation, asymmetric synthesis, and total synthesis of natural products and heterocycles Contains over 20 contributions from leaders in the field Written for catalytic chemists, organic chemists, natural products chemists, pharmaceutical chemists, and chemists in industry, Copper Catalysis in Organic Synthesis offers a book on the growing field of copper catalysis, covering cross-coupling reactions, C–H activation, and applications in the total synthesis of natural products.


Copper(I)-Catalyzed Stereoselective Borylation Reactions

Copper(I)-Catalyzed Stereoselective Borylation Reactions
Author: Yu Ozawa
Publisher:
Total Pages: 0
Release: 2023
Genre:
ISBN: 9789819910991

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This book focuses on the development of novel functionalized organoboron compounds and those synthetic methods. High degrees of chemo-, regio-, and stereoselectivities of the borylation reactions are attained through catalyst design and optimization. Furthermore, the selectivity-determining mechanisms are analyzed with state-of-the-art DFT and other computational methods. In this book, the author synthesizes some multi-substituted alkenyl and allylic boronates via borylation reactions using a copper(I)/diboron catalyst system. Those compounds contain novel densely substituted and distorted structures, which have not been accessed by other methods. The high stereoselectivities are achieved by the optimization of the catalyst, especially the ligand. Some new ligands are also developed in this book. Furthermore, the derivatization of the borylation products is demonstrated to access the sterically demanding complex molecules. Also, the author performs computational analysis to reveal how the catalyst controls the selectivities. The deep insight into the reaction mechanism provides guides for rational catalyst design for not only copper(I) catalysis but also other transition metal catalysis. Thus, the content should be of interest to academic and industrial scientists in a wide range of areas. .


Au-Catalyzed Synthesis and Functionalization of Heterocycles

Au-Catalyzed Synthesis and Functionalization of Heterocycles
Author: Marco Bandini
Publisher: Springer
Total Pages: 294
Release: 2016-07-01
Genre: Science
ISBN: 3319351443

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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


Functionalization of Carborane via Carboryne Intermediates

Functionalization of Carborane via Carboryne Intermediates
Author: Da Zhao
Publisher: Springer
Total Pages: 180
Release: 2016-06-04
Genre: Science
ISBN: 9811015694

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This thesis focuses on the development of new methods of functionalizing carboranes using o-carboryne intermediates. Functional carboranes are now finding a broad range of applications, including organic synthesis, drug design, polymers, catalysis, metal−organic frameworks, electronic devices and more. However, the limited number of efficient synthetic methods for obtaining functional carborane materials has restricted their applications. The methodologies established in this thesis represent simple, yet powerful strategies to assemble previously inaccessible, useful complex molecules, which will also have a significant impact on future synthetic, cluster and materials chemistry. Moreover, it discusses the first method for the in situ generation of electrophilic boron radical using photocatalysis.


The Chemistry of Organoboron Compounds, 2 Volume Set

The Chemistry of Organoboron Compounds, 2 Volume Set
Author:
Publisher: John Wiley & Sons
Total Pages: 4
Release: 2021-10-25
Genre: Science
ISBN: 1119518040

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The ultimate resource in organoboron chemistry Professor Mark Gandelman and his colleagues delve deeply into the theory, structure, analysis, synthesis, and reactions of organoboron chemistry in The Chemistry of Organoboron Compounds. Organoborons are used heavily as highly efficient reagents in many reactions, including cross-coupling and radical reactions. The highly regarded authors have tied together organic-chemical and physico-chemical knowledge usually unavailable from a single source. The book focuses on the use of completely biodegradable "green" reagents, as opposed to environmentally hazardous heavy metal catalysts. The Chemistry of Organoboron Compounds delivers comprehensive and complete information on: The behavior of organoboron compounds The use of organoboron compounds in organic synthesis The commercial applications of organoboron compounds As a volume in the celebrated Patai book series, The Chemistry of Organoboron Compounds includes all the features that readers of that series are used to enjoying, including a comprehensive index at the back of the book.