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Heterocyclic Chemistry


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Table of Contents

Preface Definitions of abbreviations 1. Heterocyclic nomenclature 2. Structures and spectroscopic properties of aromatic heterocycles 3. Substitutions of aromatic heterocycles 4. Organometallic heterocyclic chemistry 5. Methods in heterocyclic chemistry 6. Ring synthesis of aromatic heterocycles 7. Typical reactivity of pyridines, quinolines and isoquinolines 8. Pyridines: reactions and synthesis 9. Quinolines and isoquinolines: reactions and synthesis 10. Typical reactivity of pyrylium and benzopyrylium ions, pyrones and benzopyrones 11. Pyryliums, 2- and 4-pyrones: reactions and synthesis 12. Benzopyryliums, benzopyrones: reactions and synthesis 13. Typical reactivity of the diazines: pyridazine, pyrimidine and pyrazine 14. The diazines: pyridazine, pyrimidine, and pyrazine: reactions and synthesis 15. Typical reactivity of pyrroles, thiophenes, and furans 16. Pyrroles: reactions and synthesis 17. Thiophenes: reactions and synthesis 18. Furans: reactions and synthesis 19. Typical reactivity of indoles, benzo[b]thiophenes, benzo[b]furans, isoindoles, benzo[c]thiophenes and isobenzofurans 20. Indoles: reactions and synthesis 21. Benzo[b]thiophenes and benzo[b]furans: reactions and synthesis 22. Isoindoles, benzo[c]thiophenes and isobenzofurans: reactions and synthesis 23. Typical reactivity of 1,3- and 1,2-azoles and benzo-1,3- and -1,2-azoles 24. 1,3-Azoles: imidazoles, thiazoles, and oxazoles: reactions and synthesis 25. 1,2-Azoles: pyrazoles, isothiazoles, isoxazoles: reactions and synthesis 26. Benzanellated azoles: reactions and synthesis 27. Purines: reactions and synthesis 28. Heterocycles containing a ring-junction nitrogen (bridgehead compounds) 29. Heterocycles containing more than two heteroatoms 30. Saturated and partially unsaturated heterocyclic compounds: reactions and synthesis 31. Special topics 32. Heterocycles in biochemistry; heterocyclic natural products 33. 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 andDevelopment Chemistry departments at GlaxoSmithKline, Stevenage,UK, and is now an independent consultant.


Overall, this book is recommended as a text forundergraduate and more advanced students on this pervasive,important, and underappreciated topic in chemistry. (Journal of Chemical Education, 1 October 2012) "This excellent book is well written, heavily referenced, andthoroughly indexed. Accordingly, it serves as both an instructionalheterocyclic chemistry textbook and a portal to the primarysynthetic chemistry literature." (Journal of Medicinal Chemistry,2011) "My favourite chapter is the organometallic chemistry thatpresents an up-to-date treatment of the topic and helps confirms acolleague's observation that With today's techniques one canbe convinced that a modern organic chemist can make any smallmolecule he or she desires.' I particularly like the treatment ofthe concatenation of five-membered ring systems, an increasinglyimportant area in medicinal chemistry. This chapter proves a real coup de grace'." (Reviews, December 2010) "In summary, Heterocyclic Chemistry by Joule and Mills is in aclass of its own and can be thoroughly recommended as supplementaryreading for undergraduate courses and as a first port of call forresearchers seeking a quick entry to the extensive heterocyclicliterature." (Applied Organometallic Chemistry, 2010) "My recommendation is, even if you already have the 4th edition,to buy the latest version. At only GBP39.95 for the paperbackversion this is outstanding value for money." (Organic ProcessResearch & Development Journal, 2010)

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