Sulfonyl Ynamides As Useful Tools For N Heterocyclic Chemistry
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Sulfonyl Ynamides As Useful Tools For N Heterocyclic Chemistry
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Author : Tim Wezeman
language : en
Publisher: Logos Verlag Berlin GmbH
Release Date : 2016-12-31
Sulfonyl Ynamides As Useful Tools For N Heterocyclic Chemistry written by Tim Wezeman and has been published by Logos Verlag Berlin GmbH this book supported file pdf, txt, epub, kindle and other format this book has been release on 2016-12-31 with Science categories.
Sulfonyl ynamides are highly versatile and synthetically useful reagents. This thesis details the modular synthesis and use of sulfonyl ynamides in order to access N-heterocyclic scaffolds, such as quinolines and pyrazoles. The synthesis of a wide array of sulfonyl ynamides can be realized via copper-catalyzed amidative cross-couplings or by elimination of dichloroenamide precursors. Additionally the use of Sonogashira chemistry to further diversify terminal ynamides and the synthesis of solid-supported ynamides was investigated. Electrophilically-activated amides can be reacted with sulfonyl ynamides in order to access highly functionalized 4-aminoquinolines. The straightforward amide activation procedure with triflic anhydride and 2-chloropyridine was found to tolerate a wide range of substrates, which allowed for the development of a library of 4-aminoquinolines with ease. Moreover, 4-aminopyrazoles can be prepared by reacting terminal sulfonyl ynamides with sydnones under copper catalysis. However, as the copper catalysts were also found to promote the degradation of the ynamides, a copper-free strain-promoted alternative was developed. An in situ prepared 3-azacyclohexyne was found to tolerate a wide array of C-4 substituted sydnones, producing a mixture of both the 3,4- and 4,3-fused pyrazoles in good yields. Additional investigations into heterocyclic methodology led to the development of highly sophisticated, non-symmetrical and axially-chiral dibenzo-1,3-diazepines, -oxazepines and -thiazepines from simple, commercially available anilines. The anilines were coupled to their corresponding reaction partners via a chloromethyl intermediate and the 7-membered ring was subsequently formed using direct arylation.
Stereoselektive Synthese Von N Haltigen Heterocyclen Und Thio Modifizierten Apicidin Derivaten Als Neuartige Leitstrukturen F R Die Wirkstoffentwicklung
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Author : Christina Retich
language : de
Publisher: Logos Verlag Berlin GmbH
Release Date : 2019-02-20
Stereoselektive Synthese Von N Haltigen Heterocyclen Und Thio Modifizierten Apicidin Derivaten Als Neuartige Leitstrukturen F R Die Wirkstoffentwicklung written by Christina Retich and has been published by Logos Verlag Berlin GmbH this book supported file pdf, txt, epub, kindle and other format this book has been release on 2019-02-20 with Science categories.
Die Erforschung neuartiger, pharmakologisch wirksamer Verbindungen, die Stickstoffheterocyclen als weit verbreitetes Strukturmotiv beinhalten, spielt eine bedeutende Rolle in der modernen Wirkstoffentwicklung. Die vorliegende Arbeit leistet durch die Entwicklung synthetischer Zugänge für verschiedene N-heterocyclische Strukturelemente, wie Bisindole, Pyrazole und Apicidin-Derivate, die als Leitstrukturen für die Entwicklung neuer Therapeutika eingesetzt werden können, einen wichtigen Beitrag zur aktuellen Forschung. Im ersten Teil der Arbeit wurden regio- und enantioselektiv neuartige, chirale stickstoffhaltige Bisindol-Piperidin-Aminosäure-Hybride zugänglich gemacht. Mit Hilfe verschieden substituierter Ausgangsverbindungen konnte eine Diversifizierung am Bisindol-Grundgerüst erreicht werden, welches durch Folgereaktionen, wie Reduktionen und Kreuzkupplungs-Reaktionen erweitert werden konnte. Weiterhin wurde eine neuartige Pyrazol-Synthese aus 3-Azacyclooctin und unterschiedlich substituierten Sydnon-Derivaten verfolgt. Diese neu entwickelte Methode könnte die klassische Cyclooctin-Azid-Cycloaddition revolutionieren. Im letzten Teil der Arbeit wurden sieben unterschiedlich substituierte Apicidin-Derivate mit einer Thioamid-Funktionalität erfolgreich dargestellt. Dadurch sollte eine signifikante Änderung in der Geometrie des Makrocyclus erreicht werden, die später durch NMR-Studien nachgewiesen werden konnte. Die inhibitorische Wirkung dieser Strukturen wurde anschließend im Wnt/ß-Catenin-Signalweg, der eine bedeutende Rolle während der Embryogenese, Stammzellentwicklung und Gewebehomöostase spielt, in einem Top-flash-Assay überprüft.
Progress In Heterocyclic Chemistry
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Author : Gordon W. Gribble
language : en
Publisher: Elsevier
Release Date : 2009-06-16
Progress In Heterocyclic Chemistry written by Gordon W. Gribble and has been published by Elsevier this book supported file pdf, txt, epub, kindle and other format this book has been release on 2009-06-16 with Science categories.
This is the 20th annual volume of Progress in Heterocyclic Chemistry, which covers the literature published during 2007. As with previous volumes in the series, Volume 20 will enable the reader to keep abreast of developments in heterocyclic chemistry in an effortless way. * A critical review of the heterocyclic literature published during 2007 * Presents specialized reviews * Chapters all written by leading researchers in their field
Modern Synthesis Processes And Reactivity Of Fluorinated Compounds
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Author : Henri Groult
language : en
Publisher: Elsevier
Release Date : 2016-11-04
Modern Synthesis Processes And Reactivity Of Fluorinated Compounds written by Henri Groult and has been published by Elsevier this book supported file pdf, txt, epub, kindle and other format this book has been release on 2016-11-04 with Science categories.
Modern Synthesis Processes and Reactivity of Fluorinated Compounds focuses on the exceptional character of fluorine and fluorinated compounds. This comprehensive work explores examples taken from all classes of fluorine chemistry and illustrates the extreme reactivity of fluorinating media and the peculiar synthesis routes to fluorinated materials. The book provides advanced and updated information on the latest synthesis routes to fluorocompounds and the involved reaction mechanisms. Special attention is given to the unique reactivity of fluorine and fluorinated media, along with the correlation of those properties to valuable applications of fluorinated compounds. Contains quality content edited, and contributed, by leading scholars in the field Presents applied guidance on the preparation of original fluorinated compounds, potentially transferable from the lab scale to industrial applications Provides practical synthesis information for a wide audience interested in fluorine compounds in many branches of chemistry, materials science, and physics
Catalytic Cascade Reactions
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Author : Peng-Fei Xu
language : en
Publisher: John Wiley & Sons
Release Date : 2013-11-11
Catalytic Cascade Reactions written by Peng-Fei Xu and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2013-11-11 with Science categories.
Demonstrates the advantages of catalytic cascade reactions for synthesizing natural products and pharmaceuticals Riding the wave of green chemistry, catalytic cascade reactions have become one of the most active research areas in organic synthesis. During a cascade reaction, just one reaction solvent, one workup procedure, and one purification step are needed, thus significantly increasing synthetic efficiency. Featuring contributions from an international team of pioneers in the field, Catalytic Cascade Reactions demonstrates the versatility and application of these reactions for synthesizing valuable compounds. The book examines both organocatalysis and transition-metal catalysis reactions, bringing readers up to date with the latest discoveries and activities in all major areas of catalytic cascade reaction research. Catalytic Cascade Reactions begins with three chapters dedicated to organocatalytic cascade reactions, exploring amines, Brønsted acids, and the application of organocatalytic cascade reactions in natural product synthesis and drug discovery. Next, the book covers: Gold-catalyzed cascade reactions Cascade reactions catalyzed by ruthenium, iron, iridium, rhodium, and copper Palladium-catalyzed cascade reactions of alkenes, alkynes, and allenes Application of transition-metal catalyzed cascade reactions in natural product synthesis and drug discovery Engineering mono- and multifunctional nanocatalysts for cascade reactions Multiple-catalyst-promoted cascade reactions All chapters are thoroughly referenced, providing quick access to important original research findings and reviews so that readers can explore individual topics in greater depth. Drawing together and analyzing published findings scattered across the literature, this book provides a single source that encapsulates our current understanding of catalytic cascade processes. Moreover, it sets the stage for the development of new catalytic cascade reactions and their applications.
Heterocyclic Chemistry In Drug Discovery
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Author : Jie Jack Li
language : en
Publisher: John Wiley & Sons
Release Date : 2013-04-26
Heterocyclic Chemistry In Drug Discovery written by Jie Jack Li and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2013-04-26 with Science categories.
Enables researchers to fully realize the potential to discover new pharmaceuticals among heterocyclic compounds Integrating heterocyclic chemistry and drug discovery, this innovative text enables readers to understand how and why these two fields go hand in hand in the effective practice of medicinal chemistry. Contributions from international leaders in the field review more than 100 years of findings, explaining their relevance to contemporary drug discovery practice. Moreover, these authors have provided plenty of practical guidance and tips based on their own academic and industrial laboratory experience, helping readers avoid common pitfalls. Heterocyclic Chemistry in Drug Discovery is ideal for readers who want to fully realize the almost limitless potential to discover new and effective pharmaceuticals among heterocyclic compounds, the largest and most varied family of organic compounds. The book features: Several case studies illustrating the role and application of 3, 4, 5, and 6+ heterocyclic ring systems in drug discovery Step-by-step descriptions of synthetic methods and practical techniques Examination of the physical properties for each heterocycle, including NMR data and quantum calculations Detailed explanations of the complexity and intricacies of reactivity and stability for each class of heterocycles Heterocyclic Chemistry in Drug Discovery is recommended as a textbook for organic and medicinal chemistry courses, particularly those emphasizing heterocyclic chemistry. The text also serves as a guide for medicinal and process chemists in the pharmaceutical industry, offering them new insights and new paths to explore for effective drug discovery.
Aromaticity In Heterocyclic Compounds
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Author : Tadeusz Marek Krygowski
language : en
Publisher: Springer Science & Business Media
Release Date : 2009-01-30
Aromaticity In Heterocyclic Compounds written by Tadeusz Marek Krygowski and has been published by Springer Science & Business Media this book supported file pdf, txt, epub, kindle and other format this book has been release on 2009-01-30 with Science categories.
Heterocyclic chemistry is the biggest branch of chemistry covering two-thirds of the chemical literature. Aromaticity in Heterocyclic Compounds covers hot topics of frontier research summarized by reputed scientists in the field.
Organic Synthesis In Water
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Author : P.A. Grieco
language : en
Publisher: Springer Science & Business Media
Release Date : 2012-12-06
Organic Synthesis In Water written by P.A. Grieco and has been published by Springer Science & Business Media this book supported file pdf, txt, epub, kindle and other format this book has been release on 2012-12-06 with Science categories.
The use of water as a medium for promoting organic reactions has been rather neglected in the development of organic synthesis, despite the fact that it is the solvent in which almost all biochemical processes take place. Chemists have only recently started to appreciate the enormous potential water has to offer in the development of new synthetic reactions and strategies, where it can offer benefits in both unique chemistry and reduced environmental impact. In this new book, the editor, well known for his contribution to the development of water as a useful medium in synthetic organic chemistry, has assembled an international team of authors, themselves at the forefront of research into the use of the unique properties of water carrying out organic transformations, to provide a timely and concise overview of current research. By focusing on the practical use of water in synthetic organic chemistry, and with the concern for the use of solvents in organic chemistry, professional chemists, particularly those involved in industrial research and development, will find this book an essential guide to the current state of the art, and a useful starting point in their own research. Academic chemists, including postgraduate and advanced undergraduate students, will find this book an invaluable guide to this exciting and important area of chemistry.
Comprehensive Organic Reactions In Aqueous Media
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Author : Chao-Jun Li
language : en
Publisher: John Wiley & Sons
Release Date : 2007-06-04
Comprehensive Organic Reactions In Aqueous Media written by Chao-Jun Li and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2007-06-04 with Science categories.
An extensive update of the classic reference on organic reactions in water Published almost a decade ago, the first edition has served as the guide for research in this burgeoning field. Due to the cost, safety, efficiency, and environmental friendliness of water as a solvent, there are many new applications in industry and academic laboratories. More than forty percent of this extensively updated second edition covers new reactions. For ease of reference, it is organized by functional groups. A core reference, Comprehensive Organic Reactions in Aqueous Media, Second Edition: * Provides the most comprehensive coverage of aqueous organicreactions available * Covers the basic principles and theory and progresses to applications * Includes alkanes, alkenes, aromatics, electrophilic substitutions, carbonyls, alpha, beta-unsaturated carbonyls, carbon-nitrogen bonds, organic halides, pericyclic reactions, photochemical reactions, click chemistry, and multi-step syntheses? * Provides examples of applications in industry This is the premier reference for chemists and chemical engineers in industry or research, as well as for students in advanced-level courses.
The Chemistry Of Heterocycles
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Author : Vishnu Ji Ram
language : en
Publisher: Elsevier
Release Date : 2019-06-05
The Chemistry Of Heterocycles written by Vishnu Ji Ram and has been published by Elsevier this book supported file pdf, txt, epub, kindle and other format this book has been release on 2019-06-05 with Science categories.
Heterocycles are ubiquitously present in nature and occupy a unique place in organic chemistry as they are part of the DNA and haemoglobin that make life possible. The Chemistry of Heterocycles covers an introduction to the topic, followed by a chapter on the nomenclature of all classes of isolated, fused and polycyclic heterocycles. The third chapter delineates the highly strained three membered N,O and S containing aromatic and non-aromatic heterocycles with one and more than one similar and dissimilar heteroatom. The four-membered heterocycles are abundantly present in various natural and synthetic products of pharmacological importance. This chapter describes the natural abundance, synthesis, chemical reactivity, structural features and their medicinal importance. This class of compounds are present as sub-structures in penicillin and cytotoxic Taxol. Lastly, a chapter on the natural abundance, synthesis, chemical reactivity and pharmacological importance of 5-membered heterocycles with N,O,S heteroatom is covered. The chemistry of heterocycles with mixed heteroatom such as, N-S, N-O, N-S etc. is also described. Gives in-depth, clear information about various systems of nomenclature along with widely acceptable IUPAC system for naming various classes of heterocycles Provides complete information about natural occurrences, synthesis, chemical reactivity, pharmacological importance of heterocycles and their application in material science Highly relevant for graduate students and researchers, providing updated information about various isolated and fused N,O and,S containing heterocycles