Chapter
1.4 REARRANGEMENT OF TETRAZOLONES
1.5 REARRANGEMENTS OF CONDENSED AND SPIRO COMPOUNDS WITH A BENZIMIDAZOLE SYSTEM
1.5.1 Synthesis of Benzimidazol-2-ones From Thiazolo[1,2-a]benzimidazolium Salts
1.5.2 Synthesis of Benzimidazol-2-ones From Hydroxybenzimidazol[2,1-b]thiazanium Salts
1.5.3 Synthesis of Benzimidazol-2-ones From Spiro-benzimidazolines
1.6 REARRANGEMENTS OF ANTHRANILIC ACID AND ITS DERIVATIVES
1.6.1 Synthesis of Benzimidazol-2-ones by Curtius Rearrangement
1.6.2 Synthesis of Benzimidazol-2-ones by Hofmann Rearrangement
1.6.3 Synthesis of Benzimidazol-2-ones by Schmidt Rearrangement
1.6.4 Synthesis of Benzimidazol-2-ones by Lossen Rearrangement
2 - Use of Rhodium Carbenoid Intermediates for Dipolar Cycloaddition Chemistry
2.2 INTRAMOLECULAR CYCLOADDITION OF CARBONYL YLIDES
2.2.1 Intramolecular Cycloadditions of Carbocyclic Carbonyl Ylides
2.2.2 Involvement of a Metal-Associated Dipole
2.2.3 Catalytic Enantioselective Intramolecular Cycloaddition
2.2.4 Other Methods for Generating Carbonyl Ylide Dipoles
2.2.5 Application of the Method Toward the Synthesis of Complex Natural Products
2.2.6 Synthesis of Pseudolaric Acids
2.2.7 Synthesis of (−)-Indicol
2.2.8 Synthesis of Polygalolides A and B
2.2.9 Synthesis of Platensimycin
2.2.10 Synthesis of (−)-Colchicine
2.3 INTRAMOLECULAR CYCLOADDITIONS USING ISOMÜNCHNONES AS CARBONYL YLIDE DIPOLES
2.3.1 Model Studies Employing Isomünchnones as Carbonyl Ylide Dipoles
2.3.2 Synthesis of the Ergot Alkaloid System
2.4 THIOISOMÜNCHNONE CYCLOADDITIONS
2.4.1 Synthesis of the Schizozygane Alkaloid Family
2.4.2 Synthesis of Atorvastatin
3 - Three-Membered Ring Systems
3.2.1 Preparation of Epoxides
3.2.2 Reactions of Epoxides
3.3.1 Preparation of Aziridines
3.3.2 Reactions of Aziridines
3.4.1 Preparation of Azirines
3.4.2 Reaction of Azirines
3.5.1 Preparation of Oxaziridines
3.5.2 Reaction of Oxaziridines
4 - Four-Membered Ring Systems
4.2 AZETIDINES, AZETINES, AND RELATED SYSTEMS
4.3 MONOCYCLIC 2-AZETIDINONES (Β-LACTAMS)
4.4 FUSED Β-LACTAMS AND SPIROCYCLIC Β-LACTAMS
4.5 OXETANES, DIOXETANES, AND 2-OXETANONES (Β-LACTONES)
4.6 THIETANES AND RELATED SYSTEMS
4.7 SILICON AND PHOSPHORUS HETEROCYCLES: MISCELLANEOUS
5.1 - Five-Membered Ring Systems: Thiophenes and Se/Te Derivatives
5.1.2 REVIEWS, ACCOUNTS, REPORTS, AND BOOKS ON THE CHEMISTRY OF THIOPHENES, SELENOPHENES, AND TELLUROPHENES
5.1.3 SYNTHESES OF THIOPHENES
5.1.3.2 Multisubstituted Thiophene Rings
5.1.3.3 Substituted Thiophenes and Benzothiophenes
5.1.3.4 Synthesis of Selenophene and Tellurophene Derivatives
5.1.4 ELABORATION OF THIOPHENES AND BENZOTHIOPHENES
5.1.5 THIOPHENE DERIVATIVES IN MEDICINAL CHEMISTRY
5.1.5.1 Synthesis of Thiophenes for Use in Electro- and Photoactive Organic Materials
5.1.5.2 Synthesis of Thiophenes for Use in Oligomers, Macromolecules, Heteroles, and Polymers
5.1.6 SELENOPHENES AND TELLUROPHENES
5.2 - Five-Membered Ring Systems: Pyrroles and Benzo Analogs
5.2.2 SYNTHESIS OF PYRROLES
5.2.2.1 Intramolecular Approaches to Pyrroles
5.2.2.1.1 Intramolecular Type a
5.2.2.1.2 Intramolecular Type c
5.2.2.2 Intermolecular Approaches to Pyrroles
5.2.2.2.1 Intermolecular Type ab
5.2.2.2.2 Intermolecular Type ac
5.2.2.2.3 Intermolecular Type ad
5.2.2.2.4 Intermolecular Type ae
5.2.2.2.5 Intermolecular Type bd
5.2.2.2.6 Intermolecular Type abd
5.2.2.2.7 Intermolecular Type abe
5.2.2.2.8 Intermolecular Type ace
5.2.2.3 Transformations of Other Heterocycles to Pyrroles
5.2.3 REACTIONS OF PYRROLES
5.2.3.1 Substitutions at Pyrrole Nitrogen
5.2.3.2 Substitutions at Pyrrole Carbon
5.2.3.2.2 CdH Activation/Organometallic
5.2.3.4 Functionalization of Pyrrole Side-Chain Substituents
5.2.4 SYNTHESIS OF INDOLES
5.2.4.1 Intramolecular Approaches to Indoles
5.2.4.1.1 Intramolecular Type a
5.2.4.1.2 Intramolecular Type b
5.2.4.1.3 Intramolecular Type c
5.2.4.1.4 Intramolecular Type e
5.2.4.2 Intermolecular Approaches to Indoles
5.2.4.2.1 Intermolecular Type ab
5.2.4.2.2 Intermolecular Type ac
5.2.4.2.3 Intermolecular Type bc
5.2.4.2.4 Intermolecular Type ce
5.2.4.2.5 Intermolecular Type abe
5.2.5 REACTIONS OF INDOLES
5.2.5.1 Substitution at C2/C3
5.2.5.1.1 C2 Substitution
5.2.5.1.1.1 Directed CdH Functionalization
5.2.5.1.1.2 Other CdH Functionalizations
5.2.5.1.1.3 Innate CdH Functionalization
5.2.5.1.2 C2 Substitution, Ring Forming
5.2.5.1.3 C2dC3 Annulation/Functionalization
5.2.5.1.4 C3 Substitution
5.2.5.1.5 C3 Substitution, Ring Forming
5.2.5.2 Substitution at Nitrogen
5.2.5.3 Functionalization of the Benzene Ring
5.2.5.3.1 CdH Functionalization
5.2.5.3.2 From Prefunctionalized Indoles (e.g., Halides, Triflates, etc.)
5.2.6 ISATINS, OXINDOLES, INDOXYLS, AND SPIROOXINDOLES
5.3 - Five-Membered Ring Systems: Furans and Benzofurans
5.3.3.2 Benzo[b]furans and Related Compounds
5.4 - Five-Membered Ring Systems: With More Than One N Atom
5.4.2 PYRAZOLES AND RING-FUSED DERIVATIVES
5.4.3 IMIDAZOLES AND RING-FUSED DERIVATIVES
5.4.4 1,2,3-TRIAZOLES AND RING-FUSED DERIVATIVES
5.4.5 1,2,4-TRIAZOLES AND RING-FUSED DERIVATIVES
5.4.6 TETRAZOLES AND RING-FUSED DERIVATIVES
5.5 - Five-Membered Ring Systems: With N and S Atom
5.5.2.1 Synthesis of Thiazoles
5.5.2.2 Synthesis of Thiazolines
5.5.2.3 Synthesis of Benzothiazoles
5.5.2.4 Reactions of Thiazoles and Fused Derivatives
5.5.2.5 Thiazole Intermediates in Organic Synthesis
5.5.2.6 Synthesis of Thiazole-Containing Natural Products
5.5.2.7 New Thiazole-Containing Natural Products
5.5.2.8 Biologically Active Thiazoles
5.6 - Five-Membered Ring Systems: With O and S (Se, Te) Atoms
5.6.1 1,3-DIOXOLES AND DIOXOLANES
5.6.2 1,3-DITHIOLES AND 1,3-DITHIOLANES
5.6.3 1,3-OXATHIOLES AND 1,3-OXATHIOLANES
5.6.5 1,2-DITHIOLES AND 1,2-DITHIOLANES
5.6.6 1,2-OXATHIOLES AND 1,2-OXATHIOLANES
5.7 - Five-Membered Ring Systems With O and N Atoms
6.1 - Six-Membered Ring Systems: Pyridine and Benzo Derivatives
6.1.2 PYRIDINE AND (ISO)QUINOLINE NATURAL PRODUCTS
6.1.3 PYRIDINES AND (ISO)QUINOLINES IN MEDICINES OR MATERIALS
6.1.4 SYNTHESIS OF PYRIDINES
6.1.5 REACTIONS OF PYRIDINES
6.1.6 SYNTHESIS OF (ISO)QUINOLINES
6.1.7 REACTIONS OF (ISO)QUINOLINES
6.2 - Six-Membered Ring Systems: Diazines and Benzo Derivatives
6.2.2 PYRIDAZINES AND BENZO DERIVATIVES
6.2.3 PYRIMIDINES AND BENZO DERIVATIVES
6.2.4 PYRAZINES AND THEIR BENZO DERIVATIVES
6.3 - Triazines, Tetrazines, and Fused Ring Polyaza Systems
6.3.2.1 1,2,4-Triazines (a-Triazines)
6.3.2.2 1,3,5-Triazines (s-Triazines)
6.3.3.1 1,2,3,4-Tetrazines
6.3.3.2 1,2,3,5-Tetrazines
6.3.3.3 1,2,4,5-Tetrazines
6.3.4 FUSED HIGHER POLYAZAAROMATICS
6.3.4.1 Purines and Pteridines, and Related Triaza and Tetraaza 6+5 Rings and 6+6 Rings
6.3.4.2 New Polyaza-Fused Rings, Triazaphenanthrenes, and Tetraazanaphthalenes
6.3.4.3 Triazapyrenes and Heptazines (Cyamelurates)
6.4 - Six-Membered Ring Systems: With O and/or S Atoms
6.4.2 HETEROCYCLES CONTAINING ONE OXYGEN ATOM
6.4.2.2 [1]Benzopyrans and Dihydro[1]benzopyrans (Chromenes and Chromans)
6.4.2.3 [2]Benzopyrans and Dihydro[2]benzopyrans (Isochromenes and Isochromans)
6.4.2.6 Chromones and Chromanones
6.4.2.7 Xanthenes and Xanthones
6.4.3 HETEROCYCLES CONTAINING ONE OR TWO SULFUR ATOMS
6.4.3.1 Thiopyrans and Analogs
6.4.4 HETEROCYCLES CONTAINING TWO OR MORE OXYGEN ATOMS
6.4.5 HETEROCYCLES CONTAINING BOTH OXYGEN AND SULFUR IN THE SAME RING
7.2 SEVEN-MEMBERED SYSTEMS CONTAINING ONE HETEROATOM
7.2.1 Azepanes and Derivatives
7.2.2 Benzazepines and Derivatives
7.2.3 Fused Azepanes and Derivatives
7.2.4 Oxepanes and Fused Derivatives
7.2.5 Thiepines and Fused Derivatives
7.3 SEVEN-MEMBERED SYSTEMS CONTAINING TWO HETEROATOMS
7.3.1 Diazepines, Fused Diazepines, and Derivatives
7.3.2 Benzodiazepines and Derivatives
7.3.3 Oxazepanes and Derivatives
7.3.4 Thiazepines and Derivatives
7.3.5 Dioxepines, Dithiepines, Oxathiepines, and Derivatives
7.4 SEVEN-MEMBERED SYSTEMS CONTAINING THREE OR MORE HETEROATOMS
7.4.1 Three Heteroatoms N, O, and/or S
7.4.2 Four or More Heteroatoms N, O, and/or S
8 - Eight-Membered and Larger Rings
8.3 CARBON–NITROGEN RINGS
8.5 CARBON–SELENIUM RINGS
8.6 CARBON–NITROGEN–SELENIUM/TELLURIUM RINGS
8.7 CARBON–NITROGEN–OXYGEN RINGS
8.8 CARBON–NITROGEN–SULFUR RINGS
8.9 CARBON–OXYGEN–BORON RINGS
8.10 CARBON–OXYGEN–PHOSPHORUS RINGS
8.11 CARBON–SULFUR–OXYGEN RINGS
8.12 CARBON–NITROGEN–METAL RINGS
8.13 CARBON–NITROGEN–OXYGEN–SULFUR RINGS
8.14 CARBON–NITROGEN–SULFUR–METAL RINGS
8.15 CARBON–GERMANIUM RINGS
Progress in Heterocyclic Chemistry
( Volume 29 )
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