000 01194cam a2200277 a 4500
999 _c169511
_d169511
020 _a9780470566695 (cloth)
020 _a0470566698 (cloth)
040 _cCUS
082 0 0 _a547.59
_bQUI/F
100 1 _aQuin, Louis D.
245 1 0 _aFundamentals of heterocyclic chemistry: importance in nature and in the synthesis of pharmaceuticals/
_cLouis D. Quin, John A. Tyrell.
260 _aHoboken, N.J. :
_bWiley,
_cc2010.
300 _axv, 327 p. :
_bill. ;
_c24 cm.
504 _aIncludes bibliographical references and index.
505 _aFUNDAMENTALS OF HETEROCYCLIC CHEMISTRY; CONTENTS; PREFACE; ACKNOWLEDGMENT; Chapter 1 THE SCOPE OF THE FIELD OF HETEROCYCLIC CHEMISTRY; References; Appendix; Chapter 2 COMMON RING SYSTEMS AND THE NAMING OF HETEROCYCLIC COMPOUNDS; 2.1. General; 2.2. Naming Simple Monocyclic Compounds; 2.3. Handling the "Extra Hydrogen"; 2.4. Substituted Monocyclic Compounds; 2.5. Rings With More Than One Heteroatom; 2.6. Bicyclic Compounds; 2.7. Multicyclic Systems; 2.8. The Replacement Nomenclature System; 2.9. Saturated Bridged Ring Systems; References; Review Exercises Chapter 3 NATURE AS A SOURCE OF HETEROCYCLIC COMPOUNDS3.1. General; 3.2. Naturally Occurring Nitrogen Heterocyclic Compounds; 3.3. Oxygen Compounds; 3.4. Sulfur and Phosphorus Heterocyclic Compounds in Nature; References; Chapter 4 PRINCIPLES OF SYNTHESIS OF AROMATIC HETEROCYCLES BY INTRAMOLECULAR CYCLIZATION; 4.1. General; 4.2. Some of the Classic Synthetic Methods; 4.3. Cyclizations Involving Metallic Complexes as Catalysts; 4.4. Cyclizations with Radical Intermediates; 4.5. Cyclizations by Intramolecular Wittig Reactions; 4.6. Synthesis of Heterocycles by the Alkene Metathesis Reaction ReferencesReview Exercises; Chapter 5 SYNTHESIS OF HETEROCYCLIC SYSTEMS BY CYCLOADDITION REACTIONS; 5.1. The Diels-Alder Reaction; 5.2. Dipolar Cycloadditions; 5.3. [2 + 2] Cycloadditions; References; Review Exercises; Chapter 6 AROMATICITY AND OTHER SPECIAL PROPERTIES OF HETEROCYCLES: PI-DEFICIENT RING SYSTEMS; 6.1. General; 6.2. Review of the Aromaticity of Benzene; 6.3. Pi-Deficient Aromatic Heterocycles; References; Review Exercises; Chapter 7 AROMATICITY AND OTHER SPECIAL PROPERTIES OF HETEROCYCLES: PI-EXCESSIVE RING SYSTEMS AND MESOIONIC RING SYSTEMS 7.1. Pi-Excessive Aromatic Heterocycles7.2. Mesoionic Heterocycles; References; Review Exercises; Chapter 8 THE IMPORTANCE OF HETEROCYCLES IN MEDICINE; 8.1. General; 8.2. Historical; 8.3. Pyridines; 8.4. Indoles; 8.5. Quinolines; 8.6. Azepines; 8.7. Pyrimidines; 8.8. Concluding Remarks; References; Chapter 9 SYNTHETIC METHODS FOR SOME PROMINENT HETEROCYCLIC FAMILIES: EXAMPLES OF PHARMACEUTICALS SYNTHESIS; 9.1. Scope of the Chapter; 9.2. Pyrroles; 9.3. Furans; 9.4. Thiophenes; 9.5. 1,3-Thiazoles; 9.6. 1,3-Oxazoles; 9.7. Imidazoles; 9.8. Pyrazoles; 9.9. 1,2,4-Triazoles; 9.10. Tetrazoles 9.11. 1,3,4-Thiadiazoles and other 5-Membered Systems9.12. Indole; 9.13. Pyridines; 9.14. Quinolines and Isoquinolines; 9.15. Benzodiazepines; 9.16. Pyrimidines; 9.17. Fused Pyrimidines: Purines and Pteridines; 9.18. 1,3,5-Triazines; 9.19. Multicyclic Compounds; References; Review Exercises; Chapter 10 GEOMETRIC AND STEREOCHEMICAL ASPECTS OF NONAROMATIC HETEROCYCLES; 10.1. General; 10.2. Special Properties of Three-Membered Rings; 10.3. Closing Heterocyclic Rings: Baldwin's Rules; 10.4. Conformations of Heterocyclic Rings; 10.5. Chirality Effects on Biological Properties of Heterocycles References
650 0 _aHeterocyclic chemistry.
650 0 _aHeterocyclic compounds
_xSynthesis.
700 1 _aTyrell, John A.
942 _cSC79