Azaheterocycles Based on a, B-Unsatueated Carbonyls

by Chebanov, Valentin A.; Desenko, Sergey M.; Gurley, Thomas W.

• ISBN13: 9783540683612
• ISBN10: 3540683615
• Edition: 1st
• Format: Hardcover
• Copyright: 2009-02-28
• Publisher: Springer Verlag

Summary

This monograph is devoted to heterocyclization of aliphatic and aromatic a,ß-unsaturated carbonyls with various binucleophiles. These reactions produce partially hydrogenated nitrogen-containing heterocycles that are interesting due to their significant role in biological processes. They can be used in conjunction with combinatorial high throughput methods that involve microwave-assisted and ultrasonic-promoted reactions. The monograph is a comprehensive review of the known literature data devoted to the reactions of a,ß-unsaturated ketones, their synthetic equivalents and precursor. It is intended for chemists working in the field of experimental syntheses and theoretical investigations of nitrogen-containing heterocycles, lecturers at university and graduate students.

Table of Contents

Introduction	p. 1
Three-Membered Azaheterocycles	p. 5
Synthesis of Aziridinyl Ketones and Their Chemical Properties	p. 5
Synthesis of Bi- and Tricyclic Aziridine Derivatives	p. 15
Chemical Properties of Bi- and Tricyclic Aziridines	p. 20
References	p. 33
Five-Membered Azaheterocycles	p. 37
Reactions with Diazoalkanes	p. 37
Reactions of Hydrazines and Hydroxylamines	p. 41
Structure, Chemical and Physicochemical Properties of Pyrazolines	p. 50
References	p. 55
Six-Membered Azaheterocycles Based on 1,3-Binucleophiles	p. 61
Reactions of Enamines	p. 62
Reactions of Urea and Its Analogues	p. 65
Reactions of Malonic Acid Derivatives	p. 76
Reactions of Aminoazoles	p. 83
Reactions of Anilines and Aminoazines	p. 100
Chemical Properties of Dihydroazines	p. 108
Tautomerism of Pyridine and Pyrimidine Dihydro Derivatives	p. 130
References	p. 136
Cyclocondensations of 1,2-Diamines	p. 149
Synthesis of 1,5-Dihydroazepines	p. 149
Three-Component Condensation of 1,2-Diamines with Ketones	p. 157
Reactions of Dihydrobenzodiazepines	p. 163
Five- and Six-Membered Heterocycles Based on ortho-Diamines	p. 170
References	p. 176
Addendum: Selected Synthetic Procedures	p. 181
Index	p. 205
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