Katritzky | Handbook of Heterocyclic Chemistry | E-Book | sack.de
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E-Book, Englisch, 568 Seiten, Web PDF

Katritzky Handbook of Heterocyclic Chemistry

E-Book, Englisch, 568 Seiten, Web PDF

ISBN: 978-1-4832-9342-4
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)



Provides a one-volume overall picture of the largest of the classical divisions of organic chemistry, suitable for the graduate or advanced undergraduate student, as well as for research workers, both specialists in the field and those engaged in another discipline and requiring knowledge of heterocyclic chemistry. It represents Volume 9 of Comprehensive Heterocyclic Chemistry and utilizes the general chapters which appear in the 8-volume work. The highly systematic coverage given to the subject makes this the most authoritative one-volume account of modern heterocyclic chemistry available.
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1;Front Cover;1
2;Handbook of Heterocyclic Chemistry;4
3;Copyright Page;5
4;Table of Contents;6
5;Foreword;8
6;Detailed Contents;10
7;PART I: PRELIMINARIES;24
7.1;Chapter 1.1 Foreword to 'Comprehensive Heterocyclic Chemistry';26
7.2;Chapter 1.2 Contents of 'Comprehensive Heterocyclic Chemistry';28
7.3;Chapter 1.3 Introduction to 'Comprehensive Heterocyclic Chemistry';32
7.3.1;1.3.1 ARRANGEMENT OF THE WORK;32
7.3.2;1.3.2 RELATIONSHIP OF HETEROCYCLIC TO CARBOCYCLIC AND ALIPHATIC CHEMISTRY;33
7.3.3;1.3.3 CHARACTERISTICS OF HETEROATOMS IN RINGS;34
7.3.4;1.3.4 THE GENERAL CHAPTERS;34
7.3.5;1.3.5 THE MONOGRAPH CHAPTERS;35
7.3.6;1.3.6 THE REFERENCE SYSTEM;35
7.3.7;1.3.7 THE INDEXES;36
7.4;Chapter 1.4 Explanation of the Reference System;38
7.5;Chapter 1.5 Special Features of the Handbook;40
7.5.1;1.5.1 TOPICS COVERED AND ARRANGEMENT;40
7.5.2;1.5.2 SCOPE OF THE HANDBOOK;40
8;PART II: STRUCTURE OF HETEROCYCLES;42
8.1;Chapter 2.1 Overview;44
8.1.1;2.1.1 RELATIONSHIP OF HETEROCYCLIC AND CARBOCYCLIC AROMATIC COMPOUNDS;44
8.1.2;2.1.2 ARRANGEMENT OF STRUCTURE CHAPTERS;44
8.1.3;2.1.3 NOMENCLATURE;45
8.2;Chapter 2.2 Structure of Six-membered Rings;46
8.2.1;2.2.1 SURVEY OF POSSIBLE STRUCTURES: NOMENCLATURE;46
8.2.2;2.2.2 THEORETICAL METHODS: CALCULATIONS;51
8.2.3;2.2.3 STRUCTURAL METHODS;52
8.2.4;2.2.4 THERMODYNAMIC ASPECTS;67
8.2.5;2.2.5 TAUTOMERISM;70
8.3;Chapter 2.3 Structure of Five-membered Rings with One Heteroatom;76
8.3.1;2.3.1 SURVEY OF POSSIBLE STRUCTURES;76
8.3.2;2.3.2 THEORETICAL METHODS;79
8.3.3;2.3.3 STRUCTURAL METHODS;80
8.3.4;2.3.4 THERMODYNAMIC ASPECTS;98
8.3.5;2.3.5 TAUTOMERISM;106
8.4;Chapter 2.4 Structure of Five-membered Heterocycles with Two or More Heteroatoms;110
8.4.1;2.4.1 SURVEY OF POSSIBLE STRUCTURES;110
8.4.2;2.4.2 THEORETICAL METHODS;113
8.4.3;2.4.3 STRUCTURAL METHODS;116
8.4.4;2.4.4 THERMODYNAMIC ASPECTS;139
8.4.5;2.4.5 TAUTOMERISM;144
8.5;Chapter 2.5 Structure of Small and Large Rings;148
8.5.1;2.5.1 SURVEY OF POSSIBLE STRUCTURES;148
8.5.2;2.5.2 THEORETICAL METHODS;151
8.5.3;2.5.3 STRUCTURAL METHODS;153
8.5.4;2.5.4 THERMODYNAMIC ASPECTS;162
8.5.5;2.5.5 TAUTOMERISM;163
9;PART III: REACTIVITY OF HETEROCYCLES;164
9.1;Chapter 3.1 Overview;166
9.1.1;3.1.1 REACTION TYPES;166
9.1.2;3.1.2 HETEROAROMATIC REACTIVITY;166
9.1.3;3.1.3 ARRANGEMENT OF THE REACTIVITY SECTIONS;166
9.2;Chapter 3.2 Reactivity of Six-membered Rings;168
9.2.1;3.2.1 REACTIVITY OF AROMATIC RINGS;168
9.2.2;3.2.2 REACTIONS OF NON-AROMATIC COMPOUNDS;216
9.2.3;3.2.3 REACTIONS OF SUBSTITUENTS;226
9.3;Chapter 3.3 Reactivity of Five-membered Rings with One Heteroatom;266
9.3.1;3.3.1 REACTIONS AT HETEROAROMATIC RINGS;266
9.3.2;3.3.2 REACTIVITY OF NON-AROMATIC COMPOUNDS;292
9.3.3;3.3.3 REACTIVITY OF SUBSTITUENTS;300
9.4;Chapter 3.4 Reactivity of Five-membered Heterocycles with Two or More Heteroatoms;316
9.4.1;3.4.1 REACTIONS AT HETEROAROMATIC RINGS;316
9.4.2;3.4.2 REACTIONS OF NON-AROMATIC COMPOUNDS;353
9.4.3;3.4.3 REACTIONS OF SUBSTITUENTS;357
9.5;Chapter 3.5 Reactivity of Small and Large Rings;390
9.5.1;3.5.1 GENERAL SURVEY;390
9.5.2;3.5.2 THERMAL AND PHOTOCHEMICAL REACTIONS, NOT FORMALLY INVOLVING OTHER SPECIES;391
9.5.3;3.5.3 ELECTROPHILIC ATTACK ON RING HETEROATOMS;395
9.5.4;3.5.4 NUCLEOPHILIC ATTACK ON RING HETEROATOMS;396
9.5.5;3.5.5 NUCLEOPHILIC ATTACK ON RING CARBON ATOMS;396
9.5.6;3.5.6 NUCLEOPHILIC ATTACK ON PROTONS ATTACHED TO RING ATOMS;397
9.5.7;3.5.7 ATTACK BY RADICALS OR ELECTRON-DEFICIENT SPECIES;398
9.5.8;3.5.8 REACTIONS WITH CYCLIC TRANSITION STATES;398
9.5.9;3.5.9 REACTIVITY OF TRANSITION METAL COMPLEXES;400
10;PART IV: SYNTHESIS OF HETEROCYCLES;402
10.1;Chapter 4.1 Overview;404
10.1.1;4.1.1 AIMS AND ORGANIZATION;404
10.1.2;4.1.2 RING FORMATION FROM TWO COMPONENTS;405
10.1.3;4.1.3 RING CLOSURE OF A SINGLE COMPONENT;409
10.1.4;4.1.4 MODIFICATION OF AN EXISTING RING;411
10.2;Chapter 4.2 Synthesis of Monocyclic Rings with One Heteroatom;414
10.2.1;4.2.1 RINGS CONTAINING NO ENDOCYCLIC DOUBLE BONDS;414
10.2.2;4.2.2 RINGS CONTAINING ONE ENDOCYCLIC DOUBLE BOND;420
10.2.3;4.2.3 RINGS CONTAINING TWO ENDOCYCLIC DOUBLE BONDS;422
10.2.4;4.2.4 RINGS CONTAINING THREE ENDOCYCLIC DOUBLE BONDS;430
10.3;Chapter 4.3 Synthesis of Monocyclic Rings with Two or More Heteroatoms;436
10.3.1;4.3.1 SUBSTITUENT INTRODUCTION AND MODIFICATION;436
10.3.2;4.3.2 TWO HETEROATOMS IN THE 1,2-POSITIONS;437
10.3.3;4.3.3 TWO HETEROATOMS IN THE 1,3-POSITIONS;445
10.3.4;4.3.4 TWO HETEROATOMS IN THE 1,4-POSITIONS;455
10.3.5;4.3.5 THREE HETEROATOMS IN THE 1,2,3-POSITIONS;459
10.3.6;4.3.6 THREE HETEROATOMS IN THE 1,2,4-POSITIONS;461
10.3.7;4.3.7 THREE HETEROATOMS IN THE 1,3,5-POSITIONS;467
10.3.8;4.3.8 FOUR OR MORE HETEROATOMS;469
10.4;Chapter 4.4 Synthesis of Bicyclic Ring Systems without Ring Junction Heteroatoms;472
10.4.1;4.4.1 SYNTHESIS BY SUBSTITUENT INTRODUCTION AND MODIFICATION;472
10.4.2;4.4.2 ONE HETEROATOM ADJACENT TO RING JUNCTION;473
10.4.3;4.4.3 ONE HETEROATOM NOT ADJACENT TO RING JUNCTION;485
10.4.4;4.4.4 TWO HETEROATOMS 1,2 TO RING JUNCTION;488
10.4.5;4.4.5 TWO HETEROATOMS 1,3 TO RING JUNCTION;491
10.4.6;4.4.6 TWO HETEROATOMS 1,4 TO RING JUNCTION;496
10.4.7;4.4.7 TWO HETEROATOMS 2,3 TO RING JUNCTION;501
10.4.8;4.4.8 THREE OR MORE HETEROATOMS;503
10.5;Chapter 4.5 Synthesis of Tri- and Poly-cyclic Ring Systems without Ring Junction Heteroatoms;510
10.5.1;4.5.1 TWO ADJACENT FUSED RINGS, ONE HETEROATOM;510
10.5.2;4.5.2 TWO ADJACENT FUSED RINGS, TWO HETEROATOMS;513
10.5.3;4.5.3 TWO NON-ADJACENT FUSED RINGS, ONE HETEROATOM;513
10.5.4;4.5.4 TWO NON-ADJACENT FUSED RINGS, TWO HETEROATOMS;514
10.5.5;4.5.5 THREE FUSED RINGS;517
10.6;Chapter 4.6 Synthesis of Bi- and Poly-cyclic Ring Systems with Ring Junction Heteroatoms;518
10.6.1;4.6.1 FORMATION OF THREE- OR FOUR-MEMBERED FUSED RINGS WITH ONE OR TWO RING JUNCTION NITROGEN ATOMS;518
10.6.2;4.6.2 FORMATION OF A FIVE-MEMBERED RING WITH ONE NITROGEN ATOM AT A RING JUNCTION;518
10.6.3;4.6.3 FORMATION OF A SIX-MEMBERED RING WITH ONE NITROGEN ATOM AT A RING JUNCTION;523
10.6.4;4.6.4 TWO NITROGEN ATOMS AT A RING JUNCTION;526
10.6.5;4.6.5 SULFUR AT A RING JUNCTION;528
11;Subject Index;530


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