Advances in Heterocyclic Chemistry (eBook)

Cover 1
Advances in Hetrocyclic Chemistry, Volume 1 4
Copyright Page 5
Contents 10
Contributors 6
Preface 8
Contents of Volume 2 12
Chapter 1. Recent Advances in the Chemistry of Thiophenes 14
I. Introduction 15
II. Molecular Structure and Physical Properties of Thiophenes 16
III. Preparation of Thiophenes 37
IV. Electrophilic Aromatic Substitution 56
V. Other Substitution Reactions 81
VI. Side-Chain Reactivity of Thiophenes 93
VII. Reactions Leading to the Destruction of the Thiophene Aromaticity 117
VIII. Biologically Important Thiophenes 129
Chapter 2. Reactions of Acetylenecarboxylic Acids and Their Esters with Nitrogen-Containing Heterocyclic Compounds 138
I. Historical Introduction 138
II. Main Types of Reaction Now Recognized 139
III. Reactions of Acetylenic Acids and Esters with Individual Nitrogen-Containing Heterocyclic Compounds 146
Chapter 3. Heterocyclic Pseudo Bases 180
I. Introduction 180
II. The Structure of Bases Obtained from Heterocyclic Quaternary Ammonium Salts 182
III. Structure and Mechanism of Formation of Derivatives of the Heterocyclic Pseudobasic Carbinolamines 194
Chapter 4. Aza Analogs of Pyrimidine and Purine Bases of Nucleic Acids 202
I. Introduction 202
II. Aza Analogs of Pyrimidine Bases 205
III. Aza Analogs of Purine Bases 250
Chapter 5. Quinazolines 266
I. Introduction 266
II. Properties of Quinazoline 267
III. Properties of Substituted Quinazolines 277
IV. Quinazoline-N-Oxides 289
V. Hydroquinazolines (Preparation and Properties) 294
VI. Methods of Preparation 301
VII. Quinazoline Alkaloids 314
VIII. Biologically Active Quinazolines 317
IX. Industrial Use 322
Chapter 6. Prototropic Tautomerism of Heteroaromatic Compounds: I. General Discussion and Methods of Study 324
I. General Discussion 325
II. Chemical Methods Used to Study Tautomerism 333
III. Physical Methods Used to Study Tautomerism 338
Chapter 7. Prototropic Tautomerism of Heteroaromatic Compounds: II. Six-Membered Rings 352
I. Azines and Azine Cations 354
II. Compounds with Potential Hydroxyl Groups 354
III. Compounds with Potential Mercapto Groups 409
IV. Compounds with Potential Amino Groups 416
V. Compounds with Potential Substituted Amino Groups 430
VI. Potential Methyl or Substituted Methyl Compounds 439
VII. Pyridinecarboxylic Acids 448
VIII. Pyridine Aldehydes 448
IX. Pyridine Aldoximes 449
Author Index 452
Subject Index 478