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Heterocyclic compounds have a wide range of applications but are of particular interest in medicinal chemistry, and this has catalysed the discovery and development of much heterocyclic chemistry and methods.
The preparation of a fifth edition has allowed us to review thoroughly the material included in the earlier editions, to make amendments in the light of new knowledge, and to include recent work.
Within the restrictions that space dictates, we believe that all of the most significant heterocyclic chemistry of the 20th century and important more recent developments, has been covered or referenced.
We have maintained the principal aim of the earlier editions – to teach the fundamentals of heterocyclic reactivity and synthesis in a way that is understandable by undergraduate students.
However, in recognition of the level at which much heterocyclic chemistry is now normally taught, we include more advanced and current material, which makes the book appropriate both for post – graduate level courses, and as a reference text for those involved in heterocyclic chemistry in the work place.
New in this edition is the use of colour in the schemes. We have highlighted in red those parts of products (or intermediates) where a change in structure or bonding has taken place.
We hope that this both facilitates comprehension and understanding of the chemical changes that are occurring and, especially for the undergraduate student, quickly focuses attention on just those parts of the molecules where structural change has occurred.
For example, in the first reaction below, only changes at the pyridine nitrogen are involved; in the second example, the introduced bromine resulting from the substitution and its new bond to the heterocycle, are highlighted. We also show all positive and negative charges in red.
CONTENTS
Heterocyclic Nomenclature
Structures and Spectroscopic Properties of Aromatic Heterocycles
Substitutions of Aromatic Heterocycles
Organometallic Heterocyclic Chemistry
Methods in Heterocyclic Chemistry
Typical Reactivity of Pyridines, Quinolines and Isoquinolines
Pyridines: Reactions and Synthesis
Quinolines and Isoquinolines: Reactions and Synthesis
Typical Reactivity of Pyrylium and Benzopyrylium Ions, Pyrones and Benzopyrones
Pyryliums, 2- and 4-Pyrones: Reactions and Synthesis
Benzopyryliums and Benzopyrones: Reactions and Synthesis
Typical Reactivity of the Diazine: Pyridazine, Pyrimidine and Pyrazine
The Diazines: Pyridazine, Pyrimidine, and Pyrazine: Reactions and Synthesis
Typical Reactivity of Pyrroles, Furans and Thiophenes
Pyrroles: Reactions and Synthesis
Thiophenes: Reactions and Synthesis
Furans: Reactions and Synthesis
Typical Reactivity of Indoles, Benzo[b]thiophenes, Benzo[b]furans, Isoindoles, Benzo[c]thiophenes and Isobenzofurans
Indoles: Reactions and Synthesis
Benzo[b]thiophenes and Benzo[b]furans: Reactions and Synthesis
Isoindoles, Benzo[c]thiophenes and Isobenzofurans: Reactions and Synthesis
Typical Reactivity of 1,3- and 1,2-Azoles and Benzo-1,3- and -1,2-Azoles
1,3-Azoles: Imidazoles, Thiazoles and Oxazoles: Reactions and Synthesis
1,2-Azoles: Pyrazoles, Isothiazoles, Isoxazoles: Reactions and Synthesis
Benzanellated Azoles: Reactions and Synthesis
Purines: Reactions and Synthesis
Heterocycles Containing a Ring-Junction Nitrogen (Bridgehead Compounds)
Heterocycles Containing More Than Two Heteroatoms
Saturated and Partially Unsaturated Heterocyclic Compounds: Reactions and Synthesis
Special Topics
Heterocycles in Biochemistry; Heterocyclic Natural Products
Heterocycles in Medicine
About the Author
John Joule is Emeritus Professor in the School of Chemistry, The University of Manchester, UK
Keith Mills spent 25 years in the Medicinal Chemistry and Development Chemistry departments at GlaxoSmithKline, Stevenage, UK, and is now an independent consultant.
About the book:
Publisher : Wiley-Blackwell; 1st edition (June 1, 2010)
Language : English
Pages : 720
File : PDF, 26MB
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