The Chemistry Of Heterocycles (structures, Reactions, Synthesis, And Applications)

Description

By (author) Eicher Theophil; By (author) Hauptmann Siegfried; By (author) Speicher Andreas

Short /annotation:
* Clearly structured with proven systematic: The ordering system according to the ring size of the heterocycles will remain.* New: The contents of the important chapter “Problems and their Solutions” will be completely re-structured and enhanced with up-to-date scientific exercises. A great tool for self-testing and exams.

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This classical textbook in the best sense of the word is now completely revised, updated and with more than 40% new content. The approved
ordering system according to the ring size of the heterocycles has been retained, while the important chapter on ”Problems and their Solutions” has been almost completely renewed by introduction of up-to-date scientific exercises, resulting in a great tool for self-testing and exams. There was maintained a chapter on nomenclature and a helpful index of name reactions. With approximately 1,000 new literature citations, this book remains a brilliant gateway to modern heterocyclic science for master and graduate students, as well as PhDs and researchers entering the field.

”If you want quick information about the basic (or acidic!) properties of a heterocycle, some interesting facts, or an assorted few ways of making
it, this book provides a welcoming, accurate, and concise introduction.”
Angewandte Chemie IE

”Eicher and Hauptmann provide an up to date introduction to the field for the advanced undergraduate and graduate students. … The book is carefully produced to a very high standard.”
European Journal of Medicinal Chemistry


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Das klassische Lehrbuch wurde überarbeitet und aktualisiert; mehr als 40 Prozent des Inhalts ist neu! Beibehalten wurde das bewährte Ordnungsschema (nach der Ringgröße); neue Kapitel befassen sich mit kondensierten Heterocyclen und speziellen Fragen der Nomenklatur. Enthält knapp 1000 neu aufgenommene Literaturhinweise.

Table of contents:

Preface to the Third Edition ix

Abbreviations and Symbols xi

1 The Structure of Heterocyclic Compounds 1

Reference 4

2 Systematic Nomenclature of Heterocyclic Compounds 5

2.1 Hantzsch-Widman Nomenclature 6

2.2 Replacement Nomenclature 11

2.3 Examples of Systematic Nomenclature 12

2.4 Important Heterocyclic Systems 15

3 Three-Membered Heterocycles 17

3.1 Oxirane 17

3.2 Thiirane 26

3.3 2H-Azirine 29

3.4 Aziridine 32

3.5 Dioxirane 37

3.6 Oxaziridine 38

3.7 3H-Diazirine 40

3.8 Diaziridine 40

References 41

4 Four-Membered Heterocyles 45

4.1 Oxetane 45

4.2 Thietane 49

4.3 Azete 50

4.4 Azetidine 51

4.5 1,2-Dioxetane 55

4.6 1,2-Dithiete 57

4.7 1,2-Dihydro-1,2-diazete 58

4.8 1,2-Diazetidine 58

References 59

5 Five-Membered Heterocycles 61

5.1 Furan 61

5.2 Benzo[b]furan 80

5.3 Isobenzofuran 84

5.4 Dibenzofuran 86

5.5 Tetrahydrofuran 87

5.6 Thiophene 90

5.7 Benzo[b]thiophene 101

5.8 Benzo[c]thiophene 104

5.9 2,5-Dihydrothiophene 105

5.10 Thiolane 106

5.11 Selenophene 107

5.12 Pyrrole 108

5.13 Indole 125

5.14 Carbazole 148

5.15 Isoindole 150

5.16 Indolizine 152

5.17 Pyrrolidine 157

5.18 Phosphole 161

5.19 1,3-Dioxolane 162

5.20 1,2-Dithiole 163

5.21 1,2-Dithiolane 164

5.22 1,3-Dithiole 165

5.23 1,3-Dithiolane 165

5.24 Oxazole 166

5.25 Benzoxazole 177

5.26 4,5-Dihydrooxazole 181

5.27 Isoxazole 185

5.28 4,5-Dihydroisoxazole 193

5.29 2,3-Dihydroisoxazole 198

5.30 Thiazole 199

5.31 Benzothiazo