Keywords:
Heterocyclic compounds.
;
Transition metal catalysts.
;
Transition metals.
;
Electronic books.
Type of Medium:
Online Resource
Pages:
1 online resource (368 pages)
Edition:
1st ed.
ISBN:
9780128116524
URL:
https://ebookcentral.proquest.com/lib/geomar/detail.action?docID=5400119
DDC:
547.59
Language:
English
Note:
Front Cover -- Advances in Transition-Metal Mediated Heterocyclic Synthesis -- Copyright Page -- Contents -- List of Contributors -- Foreword -- 1 Metal-Mediated Synthesis of Nonaromatic Oxacycles From Allenols -- 1.1 Introduction -- 1.2 Silver-Catalyzed Reactions -- 1.3 Gold-Catalyzed Reactions -- 1.4 Platinum-Catalyzed Reactions -- 1.5 Palladium-Catalyzed Reactions -- 1.6 Lanthanum-Catalyzed Reactions -- 1.7 Gallium-Catalyzed Reactions -- 1.8 Conclusion -- References -- 2 Intramolecular Diamination of Alkenes -- 2.1 Introduction -- 2.2 Metal-Catalyzed Synthesis of Heterocycles Through the Oxidative Intramolecular Vicinal Diamination of Alkenes -- 2.2.1 Palladium Catalysis -- 2.2.2 Other Metal Catalysis Using Iodine(III) Oxidants -- 2.2.3 Copper Catalysis -- 2.3 Metal-Catalyzed Synthesis of Heterocycles Through the Oxidative Intra-/Intermolecular Vicinal Diamination of Alkenes -- 2.3.1 Palladium Catalysis -- 2.3.2 Copper Catalysis -- 2.4 Metal-Catalyzed Synthesis of Heterocycles Through the Oxidative Intermolecular Vicinal Diamination of Alkenes -- 2.5 Summary and Outlook -- References -- 3 Synthesis of Heterocycles by Palladium-Catalyzed Carbonylative Reactions -- 3.1 Introduction -- 3.2 Palladium-Catalyzed Cyclocarbonylations Leading to Heterocycles -- 3.2.1 Under Oxidative Conditions -- 3.2.1.1 With Alkyne and Alkene Derivatives (Without Direct C-H Activation) -- 3.2.1.2 With Acetylenic C-H Activation -- 3.2.1.3 With Alkenylic C-H Activation -- 3.2.1.4 With Aromatic C-H Activation -- 3.2.1.5 With Aliphatic C-H Activation -- 3.2.1.6 With Diols, β-Amino Alcohols, Diamines, and Related Compounds -- 3.2.2 Under Nonoxidative Conditions -- 3.2.2.1 With Functionalized Halides -- 3.2.2.2 With Halides Together With Nucleophilic Partners -- 3.2.2.3 With Halides Together With Electrophilic Partners.
,
3.2.2.4 With Halides Together With Alkenes and Imines -- 3.2.2.5 With Halides Together With Alkynes and Arynes -- 3.2.2.6 With Other Substrates -- 3.3 Palladium-Catalyzed Carbonylation Processes Leading to Heterocycles Without Incorporation of CO into the Cycle -- 3.3.1 Under Oxidative Conditions -- 3.3.1.1 Through Carbonylative Carbocyclization -- 3.3.1.2 Through Heterocyclization-Alkoxycarbonylation -- 3.3.1.3 Through Heterocyclization-Carbonylation-Cyclization Coupling -- 3.3.1.4 Through Monocarbonylation of Terminal Alkynes Followed by Intramolecular Conjugate Addition -- 3.3.2 Under Nonoxidative Conditions -- 3.3.2.1 With Halides -- 3.3.2.2 With Imine Derivatives -- 3.3.2.3 With Functionalized Alkynes -- 3.4 Conclusions and Perspectives -- References -- 4 Synthesis of Heterocyclic Compounds Based on Transition-Metal-Catalyzed Carbene Coupling Reactions -- 4.1 Introduction -- 4.2 Cyclization Prior to Metal Carbene Formation -- 4.3 Cyclization Through Other Carbene Precursors -- 4.4 Cyclization Through Reductive Elimination -- 4.5 Cyclization Through Nucleophilic Displacement -- 4.6 Synthesis of Heterocycles Through Condensation or Addition -- 4.7 Tandem Catalysis Process -- 4.8 Conclusion and Outlook -- References -- 5 Synthesis of Heterocycles With Iron Salts as Sustainable Metal Catalysts -- 5.1 Introduction -- 5.2 σ-Bond Activation -- 5.2.1 σ-Activation Via Insertion of the Molecule into the Coordination Sphere of the Metal -- 5.2.2 σ-Bond Activation Via Complexation With Functional Groups -- 5.2.2.1 Hydroxy Activation -- 5.2.2.2 Amine Activation -- 5.2.2.3 Diselenide Activation -- 5.2.2.3.1 Benzo[b]furan-Fused Selenophenes -- 5.2.2.4 Ester Activation -- 5.3 π-Bond Activation -- 5.4 Radical Reactions -- 5.5 Conclusions and Outlook -- Acknowledgments -- References -- 6 Allene Aziridination as a Tool for the Synthesis of Complex Amines.
,
6.1 Introduction -- 6.2 Heterocycle Formation Via Nontransition Metal-Catalyzed Allene Amination -- 6.3 Transition Metal-Catalyzed Allene Amination Not Involving Methyleneaziridine Intermediates -- 6.4 Transition Metal-Catalyzed Allene Aziridination to Methyleneaziridines -- 6.4.1 General Features of Alkylidene or Methyleneaziridines -- 6.4.2 Intramolecular Allene Aziridination Using Carbamate Precursors -- 6.4.3 Intramolecular Allene Aziridination Using Sulfamate Precursors -- 6.4.4 Intermolecular Allene Aziridinations -- 6.5 Strategies for the Synthesis of Heterocycles Via Allene Aziridination -- 6.5.1 Nucleophilic Ring-Opening of Methyleneaziridines -- 6.5.2 Methyleneaziridine Oxidation and Rearrangement Strategies -- 6.5.3 Formation of 2-Amidoallyl Cation Intermediates -- 6.5.4 Other Reactivity of Bicyclic Methyleneaziridines -- 6.5.4.1 Synthesis of Strained Cycloalkynes -- 6.5.4.2 Synthesis of Highly Substituted Methyleneazetidines and Azetidines -- 6.6 Synthetic Applications of Allene Aziridination to Complex Molecule Synthesis -- 6.6.1 Aminosugars -- 6.6.2 Total Synthesis of (±)-Detoxinine Methyl Ester and Its Stereoisomers -- 6.6.3 Fluorinated Pyrrolidines and Unnatural Amino Acids -- 6.6.4 Aminocyclopentitol Core of Jogyamycin -- 6.7 Conclusion and Outlook -- References -- 7 Zinc-Mediated Synthesis of Heterocycles -- 7.1 Introduction -- 7.2 Zinc-Catalyzed Synthesis of Heterocycles Through Addition Reactions to Alkenes and Alkynes -- 7.2.1 Syntheses of N-Heterocycles by Zinc-Catalyzed Hydroamination Reactions -- 7.2.2 Syntheses of O-Heterocycles by Zinc-Catalyzed Hydroalkoxylation and Related Reactions -- 7.2.3 Syntheses of Heterocycles Involving Zinc-Catalyzed Addition Reactions of C-Nucleophiles to Alkynes -- 7.2.4 Other Zinc-Catalyzed Syntheses of Heterocycles Involving Transformations with Unsaturated Substrates.
,
7.3 Zinc-Catalyzed Synthesis of Heterocycles Through Formal Cycloaddition Reactions -- 7.3.1 Zinc-Catalyzed Formal [4+2]-Cycloadditions -- 7.3.2 Zinc-Promoted [3+2]-Cycloadditions -- 7.3.3 Other Zinc-Promoted Cycloadditions -- 7.4 Zinc-Promoted Synthesis of Heterocycles through Condensation-Cyclization Reaction Sequences -- 7.5 Zinc-Promoted Synthesis of Heterocycles Through Michael Addition-Cyclization Reaction Sequences -- 7.6 Zinc-Catalyzed Synthesis of Cyclic Carbonate Derivatives Using CO2 -- 7.7 Summary and Outlook -- References -- 8 Controlling Selectivities in Palladium-Catalyzed Cyclization Reactions Leading to Heterocycles: From Ambiphilic Reactions... -- 8.1 Introduction -- 8.2 Chemoselectivity Control in Intramolecular Pd-Catalyzed Reactions of Amino-Tethered Aryl Halides and Ketones -- 8.3 Chemoselectivity Control in Intramolecular Pd-Catalyzed Reactions of Amino-Tethered Aryl Halides and Aldehydes -- 8.4 Chemoselectivity Control in Intramolecular Pd-Catalyzed Reactions of β-(2-Iodoanilino)esters and β-(2-Iodoanilino)carbo... -- 8.5 Catalyst-Controlled Selective Intramolecular C-H Insertion of α-Diazo Carbonyl Derivatives -- 8.6 Summary and Conclusions -- References -- Index -- Back Cover.
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