Advances in Heterocyclic Chemistry (eBook)

Cover 1
Contents 6
Editor’s Preface 10
About the Author 12
Chapter I. Degenerate Ring Transformations 14
A. Introduction 14
B. Classification of Degenerate Ring Transformations of Heterocyclic Systems 14
C. Ring-Bond-Redistribution Graphs 18
Chapter II. Sn(ANRORC) Reactions in Azines Containing an OutsideŽ Leaving Group 22
A. The Discovery of the Sn(ANRORC) Concept 22
B. Sn(ANRORC) Reactions in Monoazines 27
C. Sn(ANRORC) Substitutions in Diazines 34
D. Sn(ANRORC) Substitutions in Triazines and Tetrazines 82
Chapter III. Sn(ANRORC) Reactions in Azaheterocycles Containing an InsideŽ Leaving Group 100
A. Degenerate Ring Transformations Involving the Replacement of the Nitrogen of the Azaheterocycle by Nitrogen of Reagent 100
B. Degenerate Ring Transformations Involving the Replacement of the C–N Fragment of the Ring by a C–N Moiety of a Reagent 143
C. Degenerate Ring Transformations Involving Replacement of a Three-Atom Fragment of the Heterocyclic Ring by Three-Atom Reagent Moiety 144
D. Degenerate Ring Transformation Involving the Replacement of a Carbon Atom of the Heterocyclic Ring by a Carbon Atom of a Nucleophilic Reagent 162
Chapter IV. Degenerate Ring Transformations Involving Side-Chain Participation 166
A. Introduction 166
B. Degenerate Ring Transformations Involving Participation of One Atom of a Side Chain 168
C. Degenerate Ring Transformations Involving the Participation of Two Atoms of a Side Chain 202
D. Degenerate Ring Transformations Involving Participation of Three Atoms of a Side Chain 212
References 246
Index 254