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Science of Synthesis: Cross-Dehydrogenative Coupling

Author: Debabrata Maiti

Publisher: Georg Thieme Verlag

Published: 2023-09-06

Total Pages: 686

ISBN-13: 3132455253

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Comprehensive overview of strategies and applications of cross-dehydrogenative coupling methods Cross-Dehydrogenative Coupling (CDC) represents a type of coupling reaction for the construction of a C−C bond or C−heteroatom (C–X) bond directly from C−H and X−H bonds present in the precursors. Since this genre of coupling reaction obviates the need for substrate prefunctionalization, it has an added advantage of high efficiency, atom economy, and environmental friendliness. CDC reactions are triggered by transition-metal catalysts or simply by an oxidants, or by either photocatalysis or electrocatalysis, leading to a hetero- or homo-coupled products with the removal of two hydrogens. Over the years, several CDC strategies have been developed that has made it possible to construct bonds between carbon-hydrogen (C–H) bonds of diverse hybridization. CDC has also streamlined the synthesis and functionalization of various nitrogen, oxygen, and sulfur-containing heterocycles. This volume features a series of chapters systematically covering methods and strategies in CDC, organized primarily on the type of bond being formed. In addition, particular aspects of CDC are highlighted in devoted chapters on topics such as mechanistic aspects, electrochemical and flow methods, transformations in water, natural product synthesis, and enantioselective protocols.

Book Synopsis Science of Synthesis: Cross-Dehydrogenative Coupling by : Debabrata Maiti

Download or read book Science of Synthesis: Cross-Dehydrogenative Coupling written by Debabrata Maiti and published by Georg Thieme Verlag. This book was released on 2023-09-06 with total page 686 pages. Available in PDF, EPUB and Kindle. Book excerpt: Comprehensive overview of strategies and applications of cross-dehydrogenative coupling methods Cross-Dehydrogenative Coupling (CDC) represents a type of coupling reaction for the construction of a C−C bond or C−heteroatom (C–X) bond directly from C−H and X−H bonds present in the precursors. Since this genre of coupling reaction obviates the need for substrate prefunctionalization, it has an added advantage of high efficiency, atom economy, and environmental friendliness. CDC reactions are triggered by transition-metal catalysts or simply by an oxidants, or by either photocatalysis or electrocatalysis, leading to a hetero- or homo-coupled products with the removal of two hydrogens. Over the years, several CDC strategies have been developed that has made it possible to construct bonds between carbon-hydrogen (C–H) bonds of diverse hybridization. CDC has also streamlined the synthesis and functionalization of various nitrogen, oxygen, and sulfur-containing heterocycles. This volume features a series of chapters systematically covering methods and strategies in CDC, organized primarily on the type of bond being formed. In addition, particular aspects of CDC are highlighted in devoted chapters on topics such as mechanistic aspects, electrochemical and flow methods, transformations in water, natural product synthesis, and enantioselective protocols.

Heterocycles via Cross Dehydrogenative Coupling

Author: Ananya Srivastava

Publisher: Springer Nature

Published: 2019-08-23

Total Pages: 494

ISBN-13: 9811391440

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This book discusses the developments in the synthesis and functionalization of different heterocycles based on the formation of carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds using cross-dehydrogenative coupling (CDC). Consisting of 13 chapters, the book systematically describes the advances in the synthesis and functionalization of nitrogen, oxygen, and sulfur-containing heterocycles. It also discusses the various mechanistic pathways to help readers gain an in-depth understanding of the CDC reactions of heterocycles. Lastly, in order to promote green chemistry, it addresses a range of metal-free CDC reactions of heterocycles – an area that has attracted significant attention in both academic and industrial research.

Book Synopsis Heterocycles via Cross Dehydrogenative Coupling by : Ananya Srivastava

Download or read book Heterocycles via Cross Dehydrogenative Coupling written by Ananya Srivastava and published by Springer Nature. This book was released on 2019-08-23 with total page 494 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book discusses the developments in the synthesis and functionalization of different heterocycles based on the formation of carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds using cross-dehydrogenative coupling (CDC). Consisting of 13 chapters, the book systematically describes the advances in the synthesis and functionalization of nitrogen, oxygen, and sulfur-containing heterocycles. It also discusses the various mechanistic pathways to help readers gain an in-depth understanding of the CDC reactions of heterocycles. Lastly, in order to promote green chemistry, it addresses a range of metal-free CDC reactions of heterocycles – an area that has attracted significant attention in both academic and industrial research.

Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis

Author: E. Fernández

Publisher: Thieme

Published: 2020-05-22

Total Pages: 582

ISBN-13: 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.

Book Synopsis Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis by : E. Fernández

Download or read book Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis written by E. Fernández and published by Thieme. This book was released on 2020-05-22 with total page 582 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.

From C-H to C-C Bonds

Author: Chao-Jun Li

Publisher: Royal Society of Chemistry

Published: 2014-08-19

Total Pages: 308

ISBN-13: 1782620087

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The C-C bond is a basic building block in chemistry and its formation is often the first step towards building more complex molecules. The direct generation of C-C bonds from C-H by cross-dehydrogenative-coupling (CDC) reactions in 2003 has presented a paradigm shift towards more efficient synthetic design, and over the last decade this has become a hot topic in Green Chemistry. This edited book presents a summary of the latest developments in the formation of C-C bonds direct from two different C-H bonds via oxidative dehydrogenative couplings. The editor, (CJ Li, McGill University) has pioneered various copper and organo-catalyzed CDC reactions within his Green Chemistry and Organic Synthesis group, and has brought together expertise from across the world to present the various CDC reactions being used today. Practicing synthetic chemists seeking to improve the efficiency of their reactions will benefit from this approach, while students and those wishing to adopt these reactions will gain a thorough understanding of the field. The conclusions presented at the end of the book will inspire all readers to the future opportunities in the field.

Book Synopsis From C-H to C-C Bonds by : Chao-Jun Li

Download or read book From C-H to C-C Bonds written by Chao-Jun Li and published by Royal Society of Chemistry. This book was released on 2014-08-19 with total page 308 pages. Available in PDF, EPUB and Kindle. Book excerpt: The C-C bond is a basic building block in chemistry and its formation is often the first step towards building more complex molecules. The direct generation of C-C bonds from C-H by cross-dehydrogenative-coupling (CDC) reactions in 2003 has presented a paradigm shift towards more efficient synthetic design, and over the last decade this has become a hot topic in Green Chemistry. This edited book presents a summary of the latest developments in the formation of C-C bonds direct from two different C-H bonds via oxidative dehydrogenative couplings. The editor, (CJ Li, McGill University) has pioneered various copper and organo-catalyzed CDC reactions within his Green Chemistry and Organic Synthesis group, and has brought together expertise from across the world to present the various CDC reactions being used today. Practicing synthetic chemists seeking to improve the efficiency of their reactions will benefit from this approach, while students and those wishing to adopt these reactions will gain a thorough understanding of the field. The conclusions presented at the end of the book will inspire all readers to the future opportunities in the field.

Science of Synthesis Knowledge Updates 2012 Vol. 4

Author: Alois Fürstner

Publisher: Thieme

Published: 2014-05-14

Total Pages: 805

ISBN-13: 3131788712

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The Science of Synthesis Editorial Board, together with the volume editors and authors, is constantly reviewing the whole field of synthetic organic chemistry as presented in Science of Synthesis and evaluating significant developments in synthetic methodology. Four annual volumes updating content across all categories ensure that you always have access to state-of-the-art synthetic methodology.

Book Synopsis Science of Synthesis Knowledge Updates 2012 Vol. 4 by : Alois Fürstner

Download or read book Science of Synthesis Knowledge Updates 2012 Vol. 4 written by Alois Fürstner and published by Thieme. This book was released on 2014-05-14 with total page 805 pages. Available in PDF, EPUB and Kindle. Book excerpt: The Science of Synthesis Editorial Board, together with the volume editors and authors, is constantly reviewing the whole field of synthetic organic chemistry as presented in Science of Synthesis and evaluating significant developments in synthetic methodology. Four annual volumes updating content across all categories ensure that you always have access to state-of-the-art synthetic methodology.

Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 3

Author: Mats Larhed

Publisher: Thieme

Published: 2014-05-14

Total Pages: 1564

ISBN-13: 313179111X

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In Science of Synthesis: Cross Coupling and Heck-Type Reactions, expert authors present and discuss the best and most reliable methods currently available for the formation of new carbon-carbon and carbon-heteroatom bonds using these reactions, highlighted with representative experimental procedures. Together, the three volumes of Cross Coupling and Heck-Type Reactions provide an extensive overview of the current state of the art in this field of central importance in modern chemistry, and are an invaluable resource for the practicing synthetic organic chemist. This volume provides comprehensive coverage of the different classes of Heck-type reactions. It describes the state-of-the-art developments in each area whilst critically evaluating the strengths and weaknesses of the different methods. In accordance with the growing demand for synthetic efficiency and practicality in organic synthesis, many of these newly developed Heck-type methods feature operationally convenient conditions, high catalytic efficiency, and high levels of chemical, regiochemical, and stereochemical control. Metal-catalyzed C-H functionalization has also been developed into a powerful tool for organic synthesis, providing for original C-C disconnections in retrosynthetic analysis and improving the overall efficiency of the desired transformations. This volume also summarizes the most important concepts and methods in this hot research area. This volume is part of a 3-volume set: Cross Coupling and Heck-Type Reactions Workbench Edition General information about Science of Synthesis

Book Synopsis Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 3 by : Mats Larhed

Download or read book Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 3 written by Mats Larhed and published by Thieme. This book was released on 2014-05-14 with total page 1564 pages. Available in PDF, EPUB and Kindle. Book excerpt: In Science of Synthesis: Cross Coupling and Heck-Type Reactions, expert authors present and discuss the best and most reliable methods currently available for the formation of new carbon-carbon and carbon-heteroatom bonds using these reactions, highlighted with representative experimental procedures. Together, the three volumes of Cross Coupling and Heck-Type Reactions provide an extensive overview of the current state of the art in this field of central importance in modern chemistry, and are an invaluable resource for the practicing synthetic organic chemist. This volume provides comprehensive coverage of the different classes of Heck-type reactions. It describes the state-of-the-art developments in each area whilst critically evaluating the strengths and weaknesses of the different methods. In accordance with the growing demand for synthetic efficiency and practicality in organic synthesis, many of these newly developed Heck-type methods feature operationally convenient conditions, high catalytic efficiency, and high levels of chemical, regiochemical, and stereochemical control. Metal-catalyzed C-H functionalization has also been developed into a powerful tool for organic synthesis, providing for original C-C disconnections in retrosynthetic analysis and improving the overall efficiency of the desired transformations. This volume also summarizes the most important concepts and methods in this hot research area. This volume is part of a 3-volume set: Cross Coupling and Heck-Type Reactions Workbench Edition General information about Science of Synthesis

Aromatic C(sp2)−H Dehydrogenative Coupling Reactions

Author: Bagher Eftekhari-Sis

Publisher: CRC Press

Published: 2019-10-31

Total Pages: 290

ISBN-13: 1000733912

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This comprehensive text covers the research and development trends in the growing field of aromatic C–H dehydrogenative coupling reactions, leading to different types of heterocycles. The author provides answers to how these coupling reactions occur, what kinds of heterocycles are synthesized, and what their advantages are. The palladium-, rhodium-, iridium-, copper-, cobalt-, ruthenium-, and ferric-catalyzed aromatic C(sp2)–H dehydrogenative cross-coupling reactions are described in detail. A useful reference source for researchers and graduates in the field of heterocyclic chemistry and transition-metal-catalyzed dehydrogenative coupling reactions. Features: Comprehensive volume on the synthesis of benzo-heterocycles via aromatic C(sp2)–H bond activation. Heterocycles are of paramount importance to medicinal chemistry and drug discovery. Provides a comprehensive literature survey on the construction of heterocycles. Reaction procedures and mechanistic explanations are included, which will appeal to those in fine chemicals and pharmaceutical companies.

Book Synopsis Aromatic C(sp2)−H Dehydrogenative Coupling Reactions by : Bagher Eftekhari-Sis

Download or read book Aromatic C(sp2)−H Dehydrogenative Coupling Reactions written by Bagher Eftekhari-Sis and published by CRC Press. This book was released on 2019-10-31 with total page 290 pages. Available in PDF, EPUB and Kindle. Book excerpt: This comprehensive text covers the research and development trends in the growing field of aromatic C–H dehydrogenative coupling reactions, leading to different types of heterocycles. The author provides answers to how these coupling reactions occur, what kinds of heterocycles are synthesized, and what their advantages are. The palladium-, rhodium-, iridium-, copper-, cobalt-, ruthenium-, and ferric-catalyzed aromatic C(sp2)–H dehydrogenative cross-coupling reactions are described in detail. A useful reference source for researchers and graduates in the field of heterocyclic chemistry and transition-metal-catalyzed dehydrogenative coupling reactions. Features: Comprehensive volume on the synthesis of benzo-heterocycles via aromatic C(sp2)–H bond activation. Heterocycles are of paramount importance to medicinal chemistry and drug discovery. Provides a comprehensive literature survey on the construction of heterocycles. Reaction procedures and mechanistic explanations are included, which will appeal to those in fine chemicals and pharmaceutical companies.

Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 2

Author: John Wolfe

Publisher: Thieme

Published: 2014-05-14

Total Pages: 993

ISBN-13: 3131790814

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In Science of Synthesis: Cross Coupling and Heck-Type Reactions, expert authors present and discuss the best and most reliable methods currently available for the formation of new carbon-carbon and carbon-heteroatom bonds using these reactions, highlighted with representative experimental procedures. Together, the three volumes of Cross Coupling and Heck-Type Reactions provide an extensive overview of the current state of the art in this field of central importance in modern chemistry, and are an invaluable resource for the practicing synthetic organic chemist. This volume is focused on the formation of carbon-heteroatom bonds and carbon-carbon bonds of acidic C-H nucleophiles. The chapters are intended to provide the reader with a practical guide to the most efficient, reliable, and useful metal-catalyzed cross-coupling reactions that generate C-N, C-P, C-O, C-S, C-B, C-Si, C-CN, and C-F bonds, and C-C bonds adjacent to carbonyl functional groups. The most up-to-date and modern methods are included, including those that facilitate replacement of typically unreactive C-H bonds with carbon-heteroatom bonds. This volume is part of a 3-volume set: Cross Coupling and Heck-Type Reactions Workbench Edition General information about Science of Synthesis

Book Synopsis Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 2 by : John Wolfe

Download or read book Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 2 written by John Wolfe and published by Thieme. This book was released on 2014-05-14 with total page 993 pages. Available in PDF, EPUB and Kindle. Book excerpt: In Science of Synthesis: Cross Coupling and Heck-Type Reactions, expert authors present and discuss the best and most reliable methods currently available for the formation of new carbon-carbon and carbon-heteroatom bonds using these reactions, highlighted with representative experimental procedures. Together, the three volumes of Cross Coupling and Heck-Type Reactions provide an extensive overview of the current state of the art in this field of central importance in modern chemistry, and are an invaluable resource for the practicing synthetic organic chemist. This volume is focused on the formation of carbon-heteroatom bonds and carbon-carbon bonds of acidic C-H nucleophiles. The chapters are intended to provide the reader with a practical guide to the most efficient, reliable, and useful metal-catalyzed cross-coupling reactions that generate C-N, C-P, C-O, C-S, C-B, C-Si, C-CN, and C-F bonds, and C-C bonds adjacent to carbonyl functional groups. The most up-to-date and modern methods are included, including those that facilitate replacement of typically unreactive C-H bonds with carbon-heteroatom bonds. This volume is part of a 3-volume set: Cross Coupling and Heck-Type Reactions Workbench Edition General information about Science of Synthesis

Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 1

Author: Gary A. Molander

Publisher: Thieme

Published: 2014-05-14

Total Pages: 1564

ISBN-13: 313179061X

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In Science of Synthesis: Cross Coupling and Heck-Type Reactions, expert authors present and discuss the best and most reliable methods currently available for the formation of new carbon-carbon and carbon-heteroatom bonds using these reactions, highlighted with representative experimental procedures. Together, the three volumes of Cross Coupling and Heck-Type Reactions provide an extensive overview of the current state of the art in this field of central importance in modern chemistry, and are an invaluable resource for the practicing synthetic organic chemist. This volume covers carbon-carbon bond formation, and, as a widely acknowledged recognition of the importance of the transformations described herein, virtually all of the chemistry described in this volume has achieved "Name Reaction" stature, and the chapters are organized accordingly. Thus, Suzuki-Miyaura reactions, Hiyama cross coupling, Stille coupling, Negishi coupling, and finally Kumada coupling are discussed in sequence, with a particular emphasis on breadth of scope rather than detailed minutiae. This volume is part of a 3-volume set: Cross Coupling and Heck-Type Reactions Workbench Edition General information about Science of Synthesis

Book Synopsis Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 1 by : Gary A. Molander

Download or read book Science of Synthesis: Cross Coupling and Heck-Type Reactions Vol. 1 written by Gary A. Molander and published by Thieme. This book was released on 2014-05-14 with total page 1564 pages. Available in PDF, EPUB and Kindle. Book excerpt: In Science of Synthesis: Cross Coupling and Heck-Type Reactions, expert authors present and discuss the best and most reliable methods currently available for the formation of new carbon-carbon and carbon-heteroatom bonds using these reactions, highlighted with representative experimental procedures. Together, the three volumes of Cross Coupling and Heck-Type Reactions provide an extensive overview of the current state of the art in this field of central importance in modern chemistry, and are an invaluable resource for the practicing synthetic organic chemist. This volume covers carbon-carbon bond formation, and, as a widely acknowledged recognition of the importance of the transformations described herein, virtually all of the chemistry described in this volume has achieved "Name Reaction" stature, and the chapters are organized accordingly. Thus, Suzuki-Miyaura reactions, Hiyama cross coupling, Stille coupling, Negishi coupling, and finally Kumada coupling are discussed in sequence, with a particular emphasis on breadth of scope rather than detailed minutiae. This volume is part of a 3-volume set: Cross Coupling and Heck-Type Reactions Workbench Edition General information about Science of Synthesis

Cross-coupling Reactions

Author: Joffrey Vrijdag

Publisher:

Published: 2020

Total Pages: 268

ISBN-13: 9781536176957

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"Cross-Coupling Reactions: An Overview opens with an overview of the fundamentals and applications of the young and fast developing area of transition metal catalyzed/mediated oxidative (dehydrogenative) C-H/C-H coupling reactions between two (hetero)arenes. Continuing, the authors highlight the recent advances regarding the ligand supported transition metal-catalyzed domino (cascade) or one-pot syntheses of various heterocycles involving cross-coupling reactions. The recent advances in Cu catalyzed tandem reactions for heterocycle synthesis are also addressed. Cu metal chemistry has garnered attention as a potential alternative to precious transition metals, being cheaper, more sustainable and more easily available. A comprehensive account of research on green chemical routes is provided, involving various palladium metal-based catalysts utilized in facilitating cross-coupling reaction in aqueous media. Reported decarboxylative cross-coupling reactions are discussed along with suitable examples, focusing on their mechanism of action"--

Book Synopsis Cross-coupling Reactions by : Joffrey Vrijdag

Download or read book Cross-coupling Reactions written by Joffrey Vrijdag and published by . This book was released on 2020 with total page 268 pages. Available in PDF, EPUB and Kindle. Book excerpt: "Cross-Coupling Reactions: An Overview opens with an overview of the fundamentals and applications of the young and fast developing area of transition metal catalyzed/mediated oxidative (dehydrogenative) C-H/C-H coupling reactions between two (hetero)arenes. Continuing, the authors highlight the recent advances regarding the ligand supported transition metal-catalyzed domino (cascade) or one-pot syntheses of various heterocycles involving cross-coupling reactions. The recent advances in Cu catalyzed tandem reactions for heterocycle synthesis are also addressed. Cu metal chemistry has garnered attention as a potential alternative to precious transition metals, being cheaper, more sustainable and more easily available. A comprehensive account of research on green chemical routes is provided, involving various palladium metal-based catalysts utilized in facilitating cross-coupling reaction in aqueous media. Reported decarboxylative cross-coupling reactions are discussed along with suitable examples, focusing on their mechanism of action"--