Comprehensive Heterocyclic Chemistry III, 3rd Edition

  • C. Ramsden
  • Eric Scriven
  • Published By:
  • ISBN-10: 0080449921
  • ISBN-13: 9780080449920
  • DDC: 547.59
  • Grade Level Range: College Freshman - College Senior
  • 12500 Pages | eBook
  • Original Copyright 2008 | Published/Released February 2010
  • This publication's content originally published in print form: 2008

  • Price:  Sign in for price

About

Overview

Comprehensive Heterocyclic Chemistry III (CHEC-III) is a new 15-volume reference work which provides the first point of entry to the literature for all scientists interested in heterocyclic ring systems. Since publishing in 1984, Comprehensive Heterocyclic Chemistry (CHEC) has become the standard work on the subject, indispensable to all serious readers in the interdisciplinary areas where heterocycles are employed. CHEC-III builds on and complements the material in CHEC and CHEC-II and is designed to be used both alone and in conjunction with these two works.

Table of Contents

Front Cover.
Half Title Page.
Title Page.
Copyright Page.
Contents.
Editorial Board.
Editor of Volume 1.
Contributors to Volume 1.
Contents of All Volumes.
Introduction.
Explanation of the Reference System.
1: Aziridines and Azirines: Monocyclic.
2: Introduction – Monocyclic Aziridines.
3: Theoretical Methods.
4: Experimental Structural Methods.
5: Thermodynamic Aspects.
6: Reactivity of Monocyclic Aziridines.
7: Nucleophilic Ring-Opening Reactions.
8: Reactions of N-Unsubstituted Aziridines.
9: Rearrangement Chemistry.
10: Radical Reactions.
11: [3+2] Cycloaddition Chemistry.
12: [3+3] Annelation of Aziridines.
13: Ring-Expansion Reactions.
14: Aziridinyl Carbanion Chemistry.
15: Miscellaneous Reactions.
16: Synthesis of Monocyclic Aziridines.
17: Metal-Catalyzed Reactions Using Aryliodanes.
18: Transition Metal-Mediated Nitrenoid-Transfer Approach.
19: Methylidation of Imines.
20: Anion Addition–Elimination Approach.
21: Cyclization of 1,2-Diamino Alcohols and Derivatives.
22: Introduction – Monocyclic 2H-Azirines.
23: 2H-Azirines.
24: Theoretical Methods.
25: Experimental Structural Methods.
26: Thermodynamic Aspects.
27: Reactivity of Monocyclic 2H-Azirines.
28: Thermal Reactions of 2H-Azirines.
29: Photochemical Reactions of 2H-Azirines.
30: Reaction of 2H-Azirines with Nucleophiles.
31: Reaction of 2H-Azirines with Electrophiles and Metal-Induced Reactions.
32: 2H-Azirines as Dienophiles or Dipolarophiles in Cycloaddition Reactions.
33: Synthesis of 2H-Azirines.
34: Photo- or Thermal Extrusion of Nitrogen.
35: Ring Contraction of Isoxazoles.
36: Neber Rearrangement of Oxime Sulfonates.
37: Elimination from N-Sulfinylaziridines.
38: Important Compounds and Applications.
39: Conclusion.
40: References.
41: Biographical Sketch.
42: Aziridines and Azirines: Fused-ring Derivatives.
43: Introduction.
44: Structure.
45: Theoretical Considerations.
46: Infrared and Electron Absorption Spectroscopy.
47: NMR Spectroscopy.
48: X-Ray Spectroscopy.
49: Synthesis of Aziridines.
50: Synthesis of Type I aziridines.
51: Synthesis of Type II Aziridines.
52: Reactions of Aziridines.
53: Reactions of Type I Aziridines.
54: Reactions of Type II Aziridines.
55: Aziridinium Ions.
56: Azirines.
57: Important Compounds and Applications.
58: Natural Occurrence and Important Compounds.
59: Application of Fused-Ring Aziridines to the Synthesis of Natural Products.
60: Conclusion.
61: Further Developments.
62: References.
63: Biographical Sketch.
64: Oxiranes and Oxirenes: Monocyclic.
65: Introduction to Oxiranes and Oxirenes.
66: Oxiranes: Experimental Structural Methods and Relevant Theoretical Investigations.
67: Oxiranes: Reactivity.
68: Thermal and Photochemical Reactions.
69: Oxiranes as Electrophiles (Nucleophilic Attack at Ring Carbon).
70: Free Radical Reactions.
71: Isomerizations.
72: Oxiranes as Precursors to Carbenes/Nucleophiles.
73: Reductions.
74: Deoxygenations.
75: Oxidations.
76: Metal-Catalyzed Reactions.
77: Polymerization.
78: Oxiranes: Synthesis.
79: General Survey of Synthesis.
80: Nonenantioselective Methods.
81: Enantioselective Methods.
82: Allene Mono- and Bis-Oxiranes.
83: Oxiranes: Biological Aspects, Occurence.
84: Oxirenes.
85: Further Developments.
86: Theory.
87: Reactions.
88: Synthesis.
89: References.
90: Biographical Sketch.
91: Oxiranes and Oxirenes: Fused-ring Derivatives.
92: Introduction.
93: Fused-Ring Oxiranes.
94: Introduction.
95: Advances in Theoretical Methods.
96: Fusion to Three-Membered Rings.
97: Fusion to Four-Membered Rings.
98: Fusion to Ordinary and Large Rings.
99: Synthesis of Chiral Ring-Fused Oxiranes.
100: Miscellaneous Achiral Epoxidation Methods.
101: Reactivity of Ring-Fused Oxiranes.
102: Natural Products.
103: Fused-Ring Oxirenes.
104: Conclusion.
105: Further Developments.
106: References.
107: Biographical Sketch.
108: Thiiranes and Thiirenes: Monocyclic.
109: Introduction.
110: Nomenclature.
111: Theoretical Methods.
112: Introduction.
113: Structure and Mechanism.
114: Ring Strain.
115: Proton Affinity.
116: Heats of Hydrogenation, Ionization Potential, Net Charge, and Dipole Moment.
117: Structures and Energies of Isomers.
118: Experimental Structural Methods.
119: Bond Angles and Bond Lengths.
120: NMR Spectra.
121: Mass Spectra, Photoelectron Spectra, and Other Spectra.
122: X-Ray Structures.
123: Electronic Spectra and Optical Rotary Dispersion.
124: IR, Raman, and Microwave Spectra.
125: Thermodynamic Properties.
126: Miscellaneous Properties.
127: Thermodynamic Aspects.
128: Physical Properties.
129: Tautomerism.
130: Reactivity of Fully Conjugated Rings – Thiirene, Thiirene-1-oxide, and Thiirene-1,1-dioxide.
131: Introduction.
132: Thermal and Photochemical Reactions.
133: Nucleophilic Attack at Sulfur.
134: Nucleophilic Attack at Carbon.
135: Electrophilic Attack at Carbon.
136: Reactions Involving Cyclic Transition States – Dipolar Addition to Thiirene-1-Oxides and -1,1-Dioxides.
137: Reactivity of Nonconjugated Rings – Thiirane, Thiirane-1-oxide, and Thiirane-1,1-dioxide.
138: Introduction.
139: Thermal and Photochemical Reactions.
140: Electrophilic Attack at Sulfur.
141: Nucleophilic Attack at Sulfur.
142: Nucleophilic Attack at Carbon.
143: Radical Reactions.
144: Reactivity of Substituents at Ring Carbon Atoms – Allene Episulfides, Thiiranones, and Thiiranimines.
145: Introduction.
146: Thermal and Photochemical Reactions.
147: Reactivity of Substituents at Sulfur – Thiiranium Ions, Thiirenium Ions, and Episulfuranes.
148: Introduction.
149: Thermal and Photochemical Reactions.
150: Electrophilic Attack at Sulfur or at Carbon.
151: Ring Syntheses Classified by Number of Ring Atoms in Each Component.
152: From Nonheterocyclic Sulfur Compounds.
153: Synthesis by Formation of Two Bonds.
154: Miscellaneous Methods.
155: Ring Syntheses by Transformation of Another Ring.
156: From Oxiranes.
157: From Four-Membered Heterocycles.
158: From Five-Membered Heterocycles.
159: From Six-Membered Heterocycles.
160: Synthesis of Particular Classes of Compounds and Critical Comparison of the Various Routes Available.
161: Important Compounds and Applications.
162: Naturally Occurring Thiiranes and Thiirenes.
163: Drugs.
164: Insecticides and Herbicides.
165: Polymers.
166: Toxicity.
167: Further Developments.
168: Acknowledgment.
169: References.
170: Biographical Sketch.
171: Thiiranes and Thiirenes: Fused-ring Derivatives.
172: Introduction.
173: Historical Perspective.
174: Nomenclature.
175: Theoretical Methods.
176: Experimental Structural Methods.
177: NMR Spectroscopy.
178: Infrared, Raman, Ultraviolet, and Microwave Spectra.
179: X-Ray Crystallography.
180: Thermodynamic Aspects.
181: Reactivity of Fully Conjugated Rings – Fused Thiirene, Fused Thiirene 1-Oxide, and Fused Thiirene 1,1-Dioxide.
182: Introduction.
183: Unimolecular Thermal and Photochemical Reactions.
184: Electrophilic Attack at Carbon.
185: Electrophilic Attack at Sulfur.
186: Nucleophilic Attack at Carbon.
187: Nucleophilic Attack at Sulfur.
188: Nucleophilic Attack at Hydrogen Attached to Carbon (Deprotonation).
189: Reactions with Radicals and Electron-Deficient Species.