Heterocyclic Chemistry

Front Cover
John Wiley & Sons, Jun 15, 2010 - Science - 718 pages
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 21st 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 context

Essential teaching material in the early chapters is followed by short chapters throughout the text which capture the essence of heterocyclic reactivity in concise resumés 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.

 

Contents

Heterocyclic Nomenclature
1
Structure of SixMembered Heteroaromatic Systems
7
Organometallic Heterocyclic Chemistry
37
2
56
Direct CH Arylation
79
References
90
6
107
7
115
Typical Reactivity of Pyrroles Furans and Thiophenes
289
Reactions and Synthesis
295
6
306
References
320
Reactions and Synthesis
341
Reactions with Electrophilic Reagents
347
19
369
Substitution at Carbon
373

Reactions and Synthesis
125
4
134
9
141
11
148
Structure of Pyrrole
177
Structures of Thiophene and Furan
205
5
213
References
225
1
229
3
237
Exercises
244
Pyridazine Pyrimidine and Pyrazine
253
4
259
Exercises
282
SixMembered Heterocycles
433
Reactions and Synthesis
447
Typical Reactivity of 13 and 12Azoles and Benzo13 and 12Azoles
455
Reactions and Synthesis
503
Reactions and Synthesis
515
Heterocycles Containing a RingJunction Nitrogen Bridgehead Compounds 28 1 Indolizines 539
539
Exercises
581
Reactions and Synthesis
587
Special Topics
609
References
626
3
633
Macrocycles Containing Oxazoles and Thiazoles
640
Index
665
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About the author (2010)

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.

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