Description
Book SynopsisThis 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 cla
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“Overall, this book is recommended as a text for undergraduate 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, and thoroughly indexed. Accordingly, it serves as both an instructional heterocyclic chemistry textbook and a portal to the primary synthetic chemistry literature." (Journal of Medicinal Chemistry, 2011)
"My favourite chapter is the organometallic chemistry that presents an up-to-date treatment of the topic and helps confirms a colleague's observation that ‘With today's techniques one can be convinced that a modern organic chemist can make any small molecule he or she desires.' I particularly like the treatment of the concatenation of five-membered ring systems, an increasingly important 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 a class of its own and can be thoroughly recommended as supplementary reading for undergraduate courses and as a first port of call for researchers seeking a quick entry to the extensive heterocyclic literature." (Applied Organometallic Chemistry, 2010)
"My recommendation is, even if you already have the 4th edition, to buy the latest version. At only £39.95 for the paperback version this is outstanding value for money." (Organic Process Research & Development Journal, 2010)
Table of ContentsPreface to the Fifth Edition xix
P.1 Hazards xxi
P.2 How to Use This Textbook xxi
Acknowledgements xxii
References xxii
Web Site xxii
Biography xxiii
Definitions of Abbreviations xxv
1 Heterocyclic Nomenclature 1
2 Structures and Spectroscopic Properties of Aromatic Heterocycles 5
3 Substitutions of Aromatic Heterocycles 19
4 Organometallic Heterocyclic Chemistry 37
5 Methods in Heterocyclic Chemistry 97
6 Ring Synthesis of Aromatic Heterocycles 107
7 Typical Reactivity of Pyridines, Quinolines and Isoquinolines 115
8 Pyridines: Reactions and Synthesis 125
9 Quinolines and Isoquinolines: Reactions and Synthesis 177
10 Typical Reactivity of Pyrylium and Benzopyrylium Ions, Pyrones and Benzopyrones 205
11 Pyryliums, 2- and 4-Pyrones: Reactions and Synthesis 209
12 Benzopyryliums and Benzopyrones: Reactions and Synthesis 229
13 Typical Reactivity of the Diazine: Pyridazine, Pyrimidine and Pyrazine 249
14 The Diazines: Pyridazine, Pyrimidine, and Pyrazine: Reactions and Synthesis 253
15 Typical Reactivity of Pyrroles, Furans and Thiophenes 289
16 Pyrroles: Reactions and Synthesis 295
17 Thiophenes: Reactions and Synthesis 325
18 Furans: Reactions and Synthesis 347
19 Typical Reactivity of Indoles, Benzo[b]thiophenes, Benzo[b]furans, Isoindoles, Benzo[c]thiophenes and Isobenzofurans 369
20 Indoles: Reactions and Synthesis 373
21 Benzo[b]thiophenes and Benzo[b]furans: Reactions and Synthesis 433
22 Isoindoles, Benzo[c]thiophenes and Isobenzofurans: Reactions and Synthesis 447
23 Typical Reactivity of 1,3- and 1,2-Azoles and Benzo-1,3- and -1,2-Azoles 455
24 1,3-Azoles: Imidazoles, Thiazoles and Oxazoles: Reactions and Synthesis 461
25 1,2-Azoles: Pyrazoles, Isothiazoles, Isoxazoles: Reactions and Synthesis 485
26 Benzanellated Azoles: Reactions and Synthesis 503
27 Purines: Reactions and Synthesis 515
28 Heterocycles Containing a Ring-Junction Nitrogen (Bridgehead Compounds) 539
29 Heterocycles Containing More Than Two Heteroatoms 557
30 Saturated and Partially Unsaturated Heterocyclic Compounds: Reactions and Synthesis 587
31 Special Topics 609
32 Heterocycles in Biochemistry; Heterocyclic Natural Products 629
33 Heterocycles in Medicine 645
Index 665
