Degenerate Ring Transformations of Heterocycles
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Table of contents
- Contentsv
- Editor’s Prefaceix
- About the Authorxi
- Chapter I. Degenerate Ring Transformations1
- A. Introduction1
- B. Classification of Degenerate Ring Transformations of Heterocyclic Systems1
- C. Ring-Bond-Redistribution Graphs5
- Chapter II. Sn(ANRORC) Reactions in Azines Containing an OutsideŽ Leaving Group9
- A. The Discovery of the Sn(ANRORC) Concept9
- B. Sn(ANRORC) Reactions in Monoazines14
- C. Sn(ANRORC) Substitutions in Diazines21
- D. Sn(ANRORC) Substitutions in Triazines and Tetrazines69
- Chapter III. Sn(ANRORC) Reactions in Azaheterocycles Containing an InsideŽ Leaving Group87
- A. Degenerate Ring Transformations Involving the Replacement of the Nitrogen of the Azaheterocycle b87
- B. Degenerate Ring Transformations Involving the Replacement of the C–N Fragment of the Ring by a130
- C. Degenerate Ring Transformations Involving Replacement of a Three-Atom Fragment of the Heterocycli131
- D. Degenerate Ring Transformation Involving the Replacement of a Carbon Atom of the Heterocyclic Rin149
- Chapter IV. Degenerate Ring Transformations Involving Side-Chain Participation153
- A. Introduction153
- B. Degenerate Ring Transformations Involving Participation of One Atom of a Side Chain155
- C. Degenerate Ring Transformations Involving the Participation of Two Atoms of a Side Chain189
- D. Degenerate Ring Transformations Involving Participation of Three Atoms of a Side Chain199
- References233
- Index241
Established in 1960, Advances in Heterocyclic Chemistry is the definitive serial in the area--one of great importance to organic chemists, polymer chemists, and many biological scientists. Written by established authorities in the field, the comprehensive reviews combine descriptive chemistry and mechanistic insight to yield an understanding of how the chemistry drives the properties.
Degenerate ring transformations of heterocycles are classified as reactions in which a heterocyclic system is converted into the same heterocyclic system. This monograph covers an authoritative, comprehensive overview of a host of degenerate ring transformations in five- and six-membered heterocycles. It shows how by the use of15N-labeled, 13C-labeled, or selectively substituted compounds these degenerate rign transformations can be discovered and how most of the results can be explained by the Addition Nucleophile, Ring Opening, and Ring Closure [ANRORC] mechanism. Another main topic of the monograph is the occurrence of degenerate ring transformations.
Degenerate ring transformations of heterocycles are classified as reactions in which a heterocyclic system is converted into the same heterocyclic system. This monograph covers an authoritative, comprehensive overview of a host of degenerate ring transformations in five- and six-membered heterocycles. It shows how by the use of