E-Book, Englisch, 568 Seiten, Web PDF
ISBN: 978-1-4832-9342-4
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)
Autoren/Hrsg.
Weitere Infos & Material
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