Heterocyclic Chemistry

by Joule, John A.; Mills, Keith

• ISBN13: 9781405193658
• ISBN10: 1405193654
• Edition: 5th
• Format: Hardcover
• Copyright: 2010-06-08
• Publisher: Wiley-Blackwell

Summary

This book has so closely matched the requirements of its readership over the years that it has become the first choice for chemists worldwide.Heterocyclic chemistry comprises at least half of all organic chemistry research worldwide. In particular, the vast majority of organic work done in the pharmaceutical and agrochemical industries is heterocyclic chemistry.The fifth edition of Heterocyclic Chemistry maintains the principal objective of earlier editions - to teach the fundamentals of heterocyclic reactivity and synthesis in a way that is understandable to second- and third-year undergraduate chemistry students. The inclusion of more advanced and current material also makes the book a valuable reference text for postgraduate taught courses, postgraduate researchers, and chemists at all levels working with heterocyclic compounds in industry.Fully updated and expanded to reflect important 21 st century advances, the fifth edition of this classic text includes the following innovations: Extensive use of colour to highlight changes in structure and bonding during reactions Entirely new chapters on organometallic heterocyclic chemistry, heterocyclic natural products, especially in biochemical processes, and heterocycles in medicine New sections focusing on heterocyclic fluorine compounds, isotopically labeled heterocycles, and solid-phase chemistry, microwave heating and flow reactors in the heterocyclic contextEssential teaching material in the early chapters is followed by short chapters throughout the text which capture the essence of heterocyclic reactivity in concise resum_s suitable as introductions or summaries, for example for examination preparation. Detailed, systematic discussions cover the reactivity and synthesis of all the important heterocyclic systems. Original references and references to reviews are given throughout the text, vital for postgraduate teaching and for research scientists. Problems, divided into straightforward revision exercises, and more challenging questions (with solutions available online), help the reader to understand and apply the principles of heterocyclic reactivity and synthesis.

Author Biography

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.

Table of Contents

Preface

Definitions of abbreviations

Heterocyclic nomenclature

Structures and spectroscopic properties of aromatic heterocycles

Substitutions of aromatic heterocycles

Organometallic heterocyclic chemistry

Methods in heterocyclic chemistry

Ring synthesis of aromatic heterocycles

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, benzopyrones: reactions and synthesis

Typical reactivity of the diazines: pyridazine, pyrimidine and pyrazine

The diazines: pyridazine, pyrimidine, and pyrazine: reactions and synthesis

Typical reactivity of pyrroles, thiophenes, and furans

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

Heterocycles containing more than two heteroatoms

Saturated and partially unsaturated heterocyclic compounds: reactions and synthesis

Special topics

Heterocycles in biochemistry theterocyclic natural products

Heterocycles in medicine

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