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.
Synthetically useful organic reactions or reagents are often referred to by the name of the discoverer(s) or developer(s). Older name reactions are described in text books, but more recently developed synthetically useful reactions that may have been associated occasionally with a name are not always well known. For neither of the above are experimental procedures or references easy to find. In this monograph approximately 500 name reactions are included, of which over 200 represent newer name reactions and modern reagents. Each of these reactions are extremely useful for the contemporary organic chemistry researcher in industry or academic institutions. This book provides the information in an easily accessible form. In addition to seminal references and reviews, one or more examples for each name reaction are provided and a complete typical experimental procedure is included, to enable the student or researcher to immediately evaluate reaction conditions. Besides an alphabetical listing of reactions and reagents, cross references permit the organic practitioner to find those name reactions or reagents that enable specific transformations, such as, conversion of amines to nitriles, stereoselective reduction, fluoroalkylation, phenol alkynylation, asymmetric syntheses, allylic alkylation, nucleoside synthesis, cyclopentanation, hydrozirconation, to name a few. Emphasis has been placed on stereoselective and regioselective transformations as well as on enantioselective processes. The listing of reactions and reagents is supported by four indexes.
Keeping up with the advances in modern heterocyclic chemistry is essential for many of our colleagues in academia and industry. It is the aim of this series on "Stereoselective Heterocyclic Synthesis" to assist the chemical community in this respect by presenting a selection of exciting recent developments. As it was for the first two volumes (1997), the stereoselective synthesis of - or with the aid of - heterocycles is the common motif for all the chapters in this third volume. I am very glad that again leading researchers in this area have contrib- ed highly stimulating accounts with up-to-date coverage. "Stereoselective Heterocyclic Synthesis 111" features chapters on "Stereoselective Intramolecular J,3-Dipolar Cycloadditions" by I.N.N. Nambothiiri and A. Hassner giving an in depth survey of the generation and synthetic application of valuable 1,3-dipoles, "4-Acetoxy- and 4-Cyano-12-dioxanes in Synthesis" by C.J. Sinz and S.D. Rychnovsky presenting a comprehensive summary of the utility of the versatile title compounds in natural products synthesis, "The Synthetic Potential of Three-Membered Ring Aza-Heterocycles" by B. Zwanenburg and l? ten Holte highlighting the fascinating chemistry of aziridine and azirine carboxylic esters, and '(Synthesis of Medium-Sized Ring Lactams" by U. Nubbemeyer discussing a wide range of modern strategies for the stereoselective preparation of these important heterocycles
8-Membered Heterocycle Synthesis focuses on both the new and established methods for the synthesis of various 8-membered heterocycles. 8-membered heterocyclic compounds act as target molecules for a wide range of synthetic studies and are present in a broad range of natural products, showing a wide variety of pharmaceutical and biological properties. Covering an important and rapidly growing branch of heterocyclic chemistry, this book brings together every protocol for the synthesis of 8-membered heterocycles in one place, allowing the reader to see all the possibilities for making a particular compound using one particular reagent. Providing up-to-date and comprehensive information about the synthesis of medium-ring heterocycles and the latest information on this fast-moving field, with easy access to the synthetic protocols for different 8-membered heterocycles, case studies, and application, this book will be essential reading for students, pharmacologists, biochemists, organic and medicinal chemists, researchers, and academic professionals. - Covers the different methodologies for the synthesis of eight-membered heterocycles - Includes summary schemes for each type of heterocycle, giving an overview of all the reactants that can be used, and the experimental conditions - Includes discussion of the applications of eight-membered heterocycles
This first-of-its-kind four-volume book series, Amino Acids: Insights and Roles in Heterocyclic Chemistry, provides readers with up-to-date information on alpha-amino acids, the potential challenges in working with alpha-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 alpha-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. Volume 1: Protecting Groups collects and discusses the 260 protecting groups relating to amino acids, which have been organized by carboxyl group, amino group, and side chain groups. The conditions to introduce these protecting groups as well as their deprotecting procedures have also been incorporated, along with the physical properties, solvent effects, and temperature effects on the solubility of amino acids. It presents the solubility of glycine and phenylalanine in a variety of solvent systems to show the impact on amino acid, where glycine generally represents the polar amino acid whereas phenylalanine represents the amino acid of non-polar side chain. In Volume 2: Hydantoins, Thiohydantoins, and 2,5-Diketopiperazines, the author has compiled the three IUPAC accepted nomenclature systems for heterocyclic compounds, which will be very useful for readers working in the heterocyclic chemistry field for giving the 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. These will be very valuable for readers who have been working in this area or have interest in this area. Volume 3: N-Carboxyanhydrides, N-Thiocarboxyanhydrides, and Sydnones presents up-to-date detailed information on two types of heterocyclic compounds that are originated from alpha-amino acids: NCAs/NTAs and sydnones/sydnonimines. The volume also covers the more than 10 initiating systems for the NCA monomers to undergo the ring-opening polymerization, which are very useful for readers in order to make living polypeptides/polypeptoids. In addition, the method to characterize these prepared polypeptides/polypeptoids are included. Particularly, two modern mass spectrometric techniques (MALDI-TOF and ESI-TOF) have been explained with detailed examples, where the elucidation of molecular weight of protein based on the ESI-TOF spectra have been given with a practical example as well as the theory that is based on, a unique feature of the volume. Volume 4: Azlactones and Oxazolidin-5-ones discusses two types of simple heterocycles that can be prepared from alpha-amino acids, i.e., azlactones (also known as oxazolones, 4-unsaturated azlactones included) and oxazolidin-5-ones. These heterocyclic compounds behave differently in both biological and chemical properties, and their biological activities are presented in a well-organized manner in this volume. This unique 4-volume set thoroughly covers more than seven 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.
Established in 1960, Advances in Heterocyclic Chemistry is the definitive serial in the area--one of great importance to organic chemists, polymer chemists, and many biological scientists. Written by established authorities in the field, the comprehensive reviews combine descriptive chemistry and mechanistic insight and yield an understanding of how the chemistry drives the properties.
A thorough survey of synthetic methods, chemistry, and applications of major classes of fluorinated heterocycles Merging organic, heterocyclic, and fluoroorganic chemistry, fluorinated heterocyclic compounds have distinctively desirable properties suitable for use in pharmaceuticals and agrichemicals, especially their ability to penetrate the cell membrane barrier for drug absorption. Offering a needed overview of this relatively new addition to the heterocyclic family, this essential reference provides the latest state-of-the-art information on key application areas within fluorine chemistry. With contributions from experts from both industry and academia, the book covers the chemistry, synthesis, and applications of fluorinated heterocycles with chapters on: Three-, four-, five-, six-, and seven-membered fluorine-containing heterocycles Fluorinated nucleosides Fluorointermediates Applications of fluorinated heterocycles in agricultural products Pharmaceuticals containing fluorinated heterocycles Technical applications of fluorinated heterocycles Written by a team of world-recognized experts in the area of organic and industrial chemistry of fluorine, Fluorinated Heterocyclic Compounds: Synthesis, Chemistry, and Applications will prove valuable to both students and researchers from academia and industry seeking further knowledge of the synthetic methods, chemistry, and applications of major classes of fluorinated heterocycles.
Synthesis of Six- and Seven-Membered Heterocycles: The Role of DMF and its Synthesis compares different synthetic approaches using DMF, including the advantages and disadvantages of those reactions, green methods, and the sustainability of reported synthetic methodologies, especially the microwave methods. The book presents several methodologies for the synthesis of six- and seven-membered heterocyclic compounds using dimethylformamide. Users will find the most up-to-date information in this fast-moving field which can be particularly challenging. With DMF drawing the attention of synthetic organic chemists, this book will help readers understand further developments in the uses of dimethylformamide beyond just its use as a polar solvent. As it can be expected that the use of dimethylformamide as a precursor will continue to grow in organic synthesis with new applications in sustainable and green chemistry, this book provides an ideal primer on the topics covered. - Compares different methods, reagents, reaction conditions, advantages and disadvantages - Discusses and compares different methodologies with green techniques - Includes reaction schemes, reaction mechanisms and the structure of reactive intermediates
