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Modern Aryne chemistry / / edited by Akkattu T. Biju
Modern Aryne chemistry / / edited by Akkattu T. Biju
Pubbl/distr/stampa Weinheim : , : Wiley-VCH, , [2021]
Descrizione fisica 1 online resource (528 pages)
Disciplina 547.6
Soggetto topico Aromatic compounds
ISBN 3-527-82309-3
3-527-82308-5
3-527-82307-7
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Cover -- Title Page -- Copyright -- Contents -- Foreword -- Preface -- Chapter 1 Introduction to the Chemistry of Arynes -- 1.1 Introduction -- 1.2 History of Arynes -- 1.3 Characterization of the Aryne Intermediates -- 1.4 Ortho‐Arynes with Substitution -- 1.5 Ortho‐Arynes of Heterocycles -- 1.6 Other Arynes -- 1.7 Methods of Aryne Generation -- 1.7.1 Selected Methods of Aryne Generation -- 1.7.1.1 Deprotonation of Aryl Halides -- 1.7.1.2 Metal-Halogen Exchange/Elimination -- 1.7.1.3 From Anthranilic Acids -- 1.7.1.4 Fragmentation of Amino Benzotriazoles -- 1.7.1.5 From Phenyl(2‐(trimethylsilyl)phenyl)iodonium Triflate -- 1.7.1.6 Using Hexadehydro Diels-Alder (HDDA) Reaction -- 1.7.1.7 From ortho‐Borylaryl Triflates -- 1.7.1.8 Pd(II)‐Catalyzed C-H Activation Strategy Starting from Benzoic Acids -- 1.7.1.9 via Grob Fragmentation -- 1.7.2 Kobayashi's Fluoride‐Induced Aryne Generation -- 1.8 Possible Reactivity Modes of Arynes -- 1.8.1 Pericyclic Reactions -- 1.8.2 Arylation Reactions -- 1.8.3 Insertion Reactions -- 1.8.4 Transition‐Metal‐Catalyzed Reactions -- 1.8.5 Multicomponent Couplings (MCCs) -- 1.8.6 Molecular Rearrangements -- 1.9 Domino Aryne Generation -- 1.10 Arynes for the Synthesis of Large Polycyclic Aromatic Compounds -- 1.11 Arynes in Natural Product Synthesis -- 1.12 Concluding Remarks -- References -- Chapter 2 Aryne Cycloadditions for the Synthesis of Functional Polyarenes -- 2.1 Introduction -- 2.2 Aryne Cycloaddition Reactions: General Considerations -- 2.2.1 [4+2] Aryne Cycloadditions -- 2.2.2 [2+2] Aryne Cycloadditions -- 2.2.3 [2+2+2] Aryne Cycloadditions -- 2.3 Aryne‐Mediated Synthesis of Functional Polyarenes -- 2.3.1 Synthesis of Acenes -- 2.3.2 Synthesis of Perylene Derivatives -- 2.3.3 Synthesis of Triptycenes -- 2.3.4 Synthesis of π‐Extended Starphenes or Angular PAHs -- 2.3.5 Synthesis of Helicenes.
2.3.6 Functionalization of Carbon Nanostructures -- References -- Chapter 3 Dipolar Cycloaddition Reactions of Arynes and Related Chemistry -- 3.1 Introduction -- 3.2 1,3‐Dipolar Cycloaddition Reactions of Arynes -- 3.2.1 [3+2] Dipolar Cycloaddition Reactions of Arynes with Linear 1,3‐Dipoles -- 3.2.1.1 Reactions with Diazo Compounds -- 3.2.1.2 Reactions of Arynes with Azides -- 3.2.1.3 Reactions of Arynes with Nitrile Oxides -- 3.2.1.4 Reactions of Arynes with Nitrile Imines -- 3.2.1.5 Reactions of Arynes with Nitrones -- 3.2.1.6 Reactions of Arynes with Azomethine Imines and Ylides -- 3.2.1.7 Reactions of Arynes with Pyridinium N‐Oxides -- 3.2.1.8 Reactions of Arynes with Pyridinium N‐Imides -- 3.2.1.9 Reactions of Arynes with Pyridinium Ylides -- 3.2.2 [3+2] Dipolar Cycloaddition Reactions of Arynes with Cyclic 1,3‐Dipoles -- 3.2.2.1 Reactions of Arynes with Sydnones -- 3.2.2.2 Reactions of Arynes with Münchnones -- 3.3 Other [n+2] Dipolar Cycloaddition Reactions of Arynes -- 3.3.1 Cycloaddition with Other Dipoles -- 3.3.2 Cycloaddition of Extended Scope of Arynes -- 3.4 Formal Cycloaddition Reactions of Arynes -- 3.4.1 Formal Cycloaddition with N-C-C Systems Forming Indole/Indoline/Oxyindole Scaffolds -- 3.4.2 Formal Cycloaddition with Hydrazone‐Derived N-N-C Systems -- 3.4.3 Formal Cycloaddition and with Sulfur‐Containing Substrates -- 3.5 Summary -- References -- Chapter 4 Recent Insertion Reactions of Aryne Intermediates -- 4.1 Introduction -- 4.2 Amination and Related Transformations -- 4.2.1 Transformations Involving the Formation of C N and C H Bonds -- 4.2.2 Transformations Involving the Formation of C N and C Mg Bonds -- 4.2.3 Transformations Involving the Formation of C N and C C Bonds -- 4.2.4 Transformations Involving the Formation of C N and C S, C P, C Cl, or C Si Bonds.
4.3 Transformations Involving Bond Formation with Nucleophilic Carbons -- 4.3.1 Transformations Involving Carbometalation -- 4.3.2 Benzocyclobutene Synthesis by [2+2] Cycloaddition -- 4.3.3 Acylalkylations and Related Transformations -- 4.3.4 Transformations Involving C C and C H Bond Formations -- 4.4 Etherification and Related Transformations -- 4.5 Sulfanylation and Related Transformations -- 4.5.1 Hydrosulfanylation of Arynes -- 4.5.2 Transformations Involving C S and C C Bond Formations -- 4.5.3 Other Transformations Involving C S and C X Bond Formations -- 4.6 Transformations Involving Bond Formation with Other Heteroatom Nucleophiles -- 4.6.1 Transformations Involving C P Bond Formation -- 4.6.2 Transformations Involving C B, C I, or C Cl Bond Formations -- 4.7 Conclusions -- References -- Chapter 5 Multicomponent Reactions Involving Arynes and Related Chemistry -- 5.1 Introduction -- 5.2 Classification of Multicomponent Reactions -- 5.3 Carbon Nucleophile-Based Multicomponent Reactions -- 5.3.1 Isocyanide -- 5.3.2 Active Methylene Compounds -- 5.4 Nitrogen Nucleophile-Based Multicomponent Reactions -- 5.4.1 Amine -- 5.4.2 Imine -- 5.4.3 N‐Heteroarene -- 5.4.4 Diazene -- 5.4.5 Nitrite -- 5.5 Oxygen Nucleophile-Based Multicomponent Reactions -- 5.5.1 Dimethylformamide -- 5.5.2 Sulfoxide -- 5.5.3 Cyclic Ether -- 5.5.4 Trifluoromethoxide -- 5.6 Phosphorus Nucleophile-Based Multicomponent Reactions -- 5.7 Sulfur Nucleophile-Based Multicomponent Reactions -- 5.8 Halogen Nucleophile-Based Multicomponent Reactions -- 5.9 Miscellaneous -- 5.10 Conclusive Remarks -- References -- Chapter 6 Transition‐Metal‐Catalyzed Reactions Involving Arynes and Related Chemistry -- 6.1 Introduction -- 6.2 Metal‐Catalyzed Cyclotrimerization and Cocyclization of Arynes -- 6.2.1 Palladium‐Catalyzed Cyclotrimerization and Cocyclization with Arynes.
6.2.2 Ni‐Catalyzed Cyclotrimerization and Cocyclization with Benzynes -- 6.2.3 Au‐Catalyzed Cyclotrimerization of Arynes -- 6.2.4 Au‐Catalyzed [4+2] Cycloaddition of o‐Alkynyl(oxo)benzenes with Arynes -- 6.3 Metal‐Catalyzed Annulation with Arynes via C H and N H Bond Activation -- 6.3.1 Palladium‐Catalyzed Carbocyclization Reaction by C-H Activation -- 6.3.2 Palladium‐Catalyzed Arynes in C-X Annulations (X & -- equals -- N, O) -- 6.3.3 Ni‐Catalyzed C-N Annulations by Denitrogenative Process -- 6.3.4 Cu‐Catalyzed C-H and N-H Annulations of Arynes -- 6.4 Transition‐Metal‐Catalyzed Three‐Component Coupling Reactions -- 6.4.1 Palladium‐Catalyzed Three‐Component Coupling in Arynes -- 6.4.2 Nickel‐Catalyzed Three‐Component Coupling in Arynes -- 6.4.3 Copper‐Catalyzed Three‐Component Coupling in Arynes -- 6.4.4 Silver‐Catalyzed Three‐Component Coupling in Arynes -- 6.5 Metal‐Catalyzed Addition of Metal-Metal (or) Metal-Carbon and C X bonds into Arynes -- 6.5.1 Palladium‐Catalyzed C Sn Bond Addition to Arynes -- 6.5.2 Palladium‐Catalyzed Sn Sn/Si Si Bond Addition to Arynes -- 6.5.3 Palladium‐Catalyzed Ar SCN Bond Addition to Arynes -- 6.5.4 Platinum‐Catalyzed Boron-Boron Bond Addition to Arynes -- 6.5.5 Copper‐Catalyzed B B Bond Addition to Arynes -- 6.5.6 Copper‐Catalyzed Ar Sn Bond Addition to Arynes -- 6.5.7 Copper‐Catalyzed sp C H Bond Addition to Arynes -- 6.5.8 Gold/Copper‐Catalyzed sp C H Bond Addition to Arynes -- 6.5.9 Copper‐Catalyzed C Br Bond Addition to Arynes -- 6.5.10 Copper‐Mediated 1,2‐Bis(trifluoromethylation) of Arynes -- 6.5.11 Copper‐ and Silver‐Catalyzed Hexadehydro‐Diels-Alder‐Cycloaddition of a Triyne (or) Tetrayne (HDDA Arynes) with Terminal Alkynes -- 6.5.12 Copper‐Catalyzed P H Bond Addition to arynes -- 6.6 Metal‐Catalyzed CO Insertion Reactions of Arynes.
6.6.1 Cobalt‐, Rhodium‐, and Palladium‐Catalyzed CO Insertion of Arynes -- 6.7 Metal‐Catalyzed [3+2] Cycloaddition of Arynes -- 6.7.1 Silver‐Catalyzed [3+2] Cycloaddition of Arynes -- References -- Chapter 7 Molecular Rearrangements Triggered by Arynes -- 7.1 Introduction -- 7.2 Rearrangements Involved in the Monofunctionalization of Arynes -- 7.2.1 Reactions of Arynes with Nitrogen Nucleophiles -- 7.2.2 Reactions of Arynes with Sulfur Nucleophiles -- 7.3 Rearrangements Involved in the 1,2‐Difunctionalization of Arynes -- 7.3.1 Formal Insertion of Arynes into Carbon-Carbon Bonds -- 7.3.2 Formal Insertion of Arynes into Carbon-Heteroatom Bonds -- 7.3.3 Formal Insertion of Arynes into Heteroatom-Heteroatom Bonds -- 7.3.4 Vicinal Carbon-Carbon/Carbon-Carbon Bond‐Forming Reactions of Arynes -- 7.3.5 Vicinal Carbon-Carbon/Carbon-Heteroatom Bond‐Forming Reactions of Arynes -- 7.3.6 Vicinal Carbon-Heteroatom/Carbon-Heteroatom Bond‐Forming Reactions of Arynes -- 7.4 Rearrangements Involved in the 1,2,3‐Trifunctionalization of Arynes -- 7.5 Rearrangements Involved in the Multicomponent Reactions with Two or More Aryne Molecules -- 7.5.1 Three‐Component Reactions with Two Aryne Molecules -- 7.5.2 Four‐Component Reactions with Three Benzyne Molecules -- 7.6 Conclusions -- References -- Chapter 8 New Strategies in Recent Aryne Chemistry -- 8.1 Introduction -- 8.2 New Aryne Generation Methods -- 8.2.1 Revisiting ortho‐Deprotonative Elimination Protocols -- 8.2.2 Arynes from ortho‐Difunctionalized Precursors -- 8.2.3 Catalytic Aryne Generation Methods -- 8.3 Aryne Regioselectivity -- 8.3.1 Steric Effect -- 8.3.2 Electronic Effect -- 8.3.3 Regioselectivity on Small Ring‐Fused Arynes -- 8.4 Recent Advances in Aryne Multifunctionalization -- 8.4.1 1,2‐Benzdiyne -- 8.4.2 1,3‐Benzdiyne -- 8.4.3 1,4‐Benzdiyne -- 8.4.4 1,3,5‐Benztriyne.
8.4.5 Benzyne Insertion, C-H Functionalization Cascade.
Record Nr. UNINA-9910554882103321
Weinheim : , : Wiley-VCH, , [2021]
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Modern Aryne chemistry / / edited by Akkattu T. Biju
Modern Aryne chemistry / / edited by Akkattu T. Biju
Pubbl/distr/stampa Weinheim : , : Wiley-VCH, , [2021]
Descrizione fisica 1 online resource (528 pages)
Disciplina 547.6
Soggetto topico Aromatic compounds
ISBN 3-527-82309-3
3-527-82308-5
3-527-82307-7
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Cover -- Title Page -- Copyright -- Contents -- Foreword -- Preface -- Chapter 1 Introduction to the Chemistry of Arynes -- 1.1 Introduction -- 1.2 History of Arynes -- 1.3 Characterization of the Aryne Intermediates -- 1.4 Ortho‐Arynes with Substitution -- 1.5 Ortho‐Arynes of Heterocycles -- 1.6 Other Arynes -- 1.7 Methods of Aryne Generation -- 1.7.1 Selected Methods of Aryne Generation -- 1.7.1.1 Deprotonation of Aryl Halides -- 1.7.1.2 Metal-Halogen Exchange/Elimination -- 1.7.1.3 From Anthranilic Acids -- 1.7.1.4 Fragmentation of Amino Benzotriazoles -- 1.7.1.5 From Phenyl(2‐(trimethylsilyl)phenyl)iodonium Triflate -- 1.7.1.6 Using Hexadehydro Diels-Alder (HDDA) Reaction -- 1.7.1.7 From ortho‐Borylaryl Triflates -- 1.7.1.8 Pd(II)‐Catalyzed C-H Activation Strategy Starting from Benzoic Acids -- 1.7.1.9 via Grob Fragmentation -- 1.7.2 Kobayashi's Fluoride‐Induced Aryne Generation -- 1.8 Possible Reactivity Modes of Arynes -- 1.8.1 Pericyclic Reactions -- 1.8.2 Arylation Reactions -- 1.8.3 Insertion Reactions -- 1.8.4 Transition‐Metal‐Catalyzed Reactions -- 1.8.5 Multicomponent Couplings (MCCs) -- 1.8.6 Molecular Rearrangements -- 1.9 Domino Aryne Generation -- 1.10 Arynes for the Synthesis of Large Polycyclic Aromatic Compounds -- 1.11 Arynes in Natural Product Synthesis -- 1.12 Concluding Remarks -- References -- Chapter 2 Aryne Cycloadditions for the Synthesis of Functional Polyarenes -- 2.1 Introduction -- 2.2 Aryne Cycloaddition Reactions: General Considerations -- 2.2.1 [4+2] Aryne Cycloadditions -- 2.2.2 [2+2] Aryne Cycloadditions -- 2.2.3 [2+2+2] Aryne Cycloadditions -- 2.3 Aryne‐Mediated Synthesis of Functional Polyarenes -- 2.3.1 Synthesis of Acenes -- 2.3.2 Synthesis of Perylene Derivatives -- 2.3.3 Synthesis of Triptycenes -- 2.3.4 Synthesis of π‐Extended Starphenes or Angular PAHs -- 2.3.5 Synthesis of Helicenes.
2.3.6 Functionalization of Carbon Nanostructures -- References -- Chapter 3 Dipolar Cycloaddition Reactions of Arynes and Related Chemistry -- 3.1 Introduction -- 3.2 1,3‐Dipolar Cycloaddition Reactions of Arynes -- 3.2.1 [3+2] Dipolar Cycloaddition Reactions of Arynes with Linear 1,3‐Dipoles -- 3.2.1.1 Reactions with Diazo Compounds -- 3.2.1.2 Reactions of Arynes with Azides -- 3.2.1.3 Reactions of Arynes with Nitrile Oxides -- 3.2.1.4 Reactions of Arynes with Nitrile Imines -- 3.2.1.5 Reactions of Arynes with Nitrones -- 3.2.1.6 Reactions of Arynes with Azomethine Imines and Ylides -- 3.2.1.7 Reactions of Arynes with Pyridinium N‐Oxides -- 3.2.1.8 Reactions of Arynes with Pyridinium N‐Imides -- 3.2.1.9 Reactions of Arynes with Pyridinium Ylides -- 3.2.2 [3+2] Dipolar Cycloaddition Reactions of Arynes with Cyclic 1,3‐Dipoles -- 3.2.2.1 Reactions of Arynes with Sydnones -- 3.2.2.2 Reactions of Arynes with Münchnones -- 3.3 Other [n+2] Dipolar Cycloaddition Reactions of Arynes -- 3.3.1 Cycloaddition with Other Dipoles -- 3.3.2 Cycloaddition of Extended Scope of Arynes -- 3.4 Formal Cycloaddition Reactions of Arynes -- 3.4.1 Formal Cycloaddition with N-C-C Systems Forming Indole/Indoline/Oxyindole Scaffolds -- 3.4.2 Formal Cycloaddition with Hydrazone‐Derived N-N-C Systems -- 3.4.3 Formal Cycloaddition and with Sulfur‐Containing Substrates -- 3.5 Summary -- References -- Chapter 4 Recent Insertion Reactions of Aryne Intermediates -- 4.1 Introduction -- 4.2 Amination and Related Transformations -- 4.2.1 Transformations Involving the Formation of C N and C H Bonds -- 4.2.2 Transformations Involving the Formation of C N and C Mg Bonds -- 4.2.3 Transformations Involving the Formation of C N and C C Bonds -- 4.2.4 Transformations Involving the Formation of C N and C S, C P, C Cl, or C Si Bonds.
4.3 Transformations Involving Bond Formation with Nucleophilic Carbons -- 4.3.1 Transformations Involving Carbometalation -- 4.3.2 Benzocyclobutene Synthesis by [2+2] Cycloaddition -- 4.3.3 Acylalkylations and Related Transformations -- 4.3.4 Transformations Involving C C and C H Bond Formations -- 4.4 Etherification and Related Transformations -- 4.5 Sulfanylation and Related Transformations -- 4.5.1 Hydrosulfanylation of Arynes -- 4.5.2 Transformations Involving C S and C C Bond Formations -- 4.5.3 Other Transformations Involving C S and C X Bond Formations -- 4.6 Transformations Involving Bond Formation with Other Heteroatom Nucleophiles -- 4.6.1 Transformations Involving C P Bond Formation -- 4.6.2 Transformations Involving C B, C I, or C Cl Bond Formations -- 4.7 Conclusions -- References -- Chapter 5 Multicomponent Reactions Involving Arynes and Related Chemistry -- 5.1 Introduction -- 5.2 Classification of Multicomponent Reactions -- 5.3 Carbon Nucleophile-Based Multicomponent Reactions -- 5.3.1 Isocyanide -- 5.3.2 Active Methylene Compounds -- 5.4 Nitrogen Nucleophile-Based Multicomponent Reactions -- 5.4.1 Amine -- 5.4.2 Imine -- 5.4.3 N‐Heteroarene -- 5.4.4 Diazene -- 5.4.5 Nitrite -- 5.5 Oxygen Nucleophile-Based Multicomponent Reactions -- 5.5.1 Dimethylformamide -- 5.5.2 Sulfoxide -- 5.5.3 Cyclic Ether -- 5.5.4 Trifluoromethoxide -- 5.6 Phosphorus Nucleophile-Based Multicomponent Reactions -- 5.7 Sulfur Nucleophile-Based Multicomponent Reactions -- 5.8 Halogen Nucleophile-Based Multicomponent Reactions -- 5.9 Miscellaneous -- 5.10 Conclusive Remarks -- References -- Chapter 6 Transition‐Metal‐Catalyzed Reactions Involving Arynes and Related Chemistry -- 6.1 Introduction -- 6.2 Metal‐Catalyzed Cyclotrimerization and Cocyclization of Arynes -- 6.2.1 Palladium‐Catalyzed Cyclotrimerization and Cocyclization with Arynes.
6.2.2 Ni‐Catalyzed Cyclotrimerization and Cocyclization with Benzynes -- 6.2.3 Au‐Catalyzed Cyclotrimerization of Arynes -- 6.2.4 Au‐Catalyzed [4+2] Cycloaddition of o‐Alkynyl(oxo)benzenes with Arynes -- 6.3 Metal‐Catalyzed Annulation with Arynes via C H and N H Bond Activation -- 6.3.1 Palladium‐Catalyzed Carbocyclization Reaction by C-H Activation -- 6.3.2 Palladium‐Catalyzed Arynes in C-X Annulations (X & -- equals -- N, O) -- 6.3.3 Ni‐Catalyzed C-N Annulations by Denitrogenative Process -- 6.3.4 Cu‐Catalyzed C-H and N-H Annulations of Arynes -- 6.4 Transition‐Metal‐Catalyzed Three‐Component Coupling Reactions -- 6.4.1 Palladium‐Catalyzed Three‐Component Coupling in Arynes -- 6.4.2 Nickel‐Catalyzed Three‐Component Coupling in Arynes -- 6.4.3 Copper‐Catalyzed Three‐Component Coupling in Arynes -- 6.4.4 Silver‐Catalyzed Three‐Component Coupling in Arynes -- 6.5 Metal‐Catalyzed Addition of Metal-Metal (or) Metal-Carbon and C X bonds into Arynes -- 6.5.1 Palladium‐Catalyzed C Sn Bond Addition to Arynes -- 6.5.2 Palladium‐Catalyzed Sn Sn/Si Si Bond Addition to Arynes -- 6.5.3 Palladium‐Catalyzed Ar SCN Bond Addition to Arynes -- 6.5.4 Platinum‐Catalyzed Boron-Boron Bond Addition to Arynes -- 6.5.5 Copper‐Catalyzed B B Bond Addition to Arynes -- 6.5.6 Copper‐Catalyzed Ar Sn Bond Addition to Arynes -- 6.5.7 Copper‐Catalyzed sp C H Bond Addition to Arynes -- 6.5.8 Gold/Copper‐Catalyzed sp C H Bond Addition to Arynes -- 6.5.9 Copper‐Catalyzed C Br Bond Addition to Arynes -- 6.5.10 Copper‐Mediated 1,2‐Bis(trifluoromethylation) of Arynes -- 6.5.11 Copper‐ and Silver‐Catalyzed Hexadehydro‐Diels-Alder‐Cycloaddition of a Triyne (or) Tetrayne (HDDA Arynes) with Terminal Alkynes -- 6.5.12 Copper‐Catalyzed P H Bond Addition to arynes -- 6.6 Metal‐Catalyzed CO Insertion Reactions of Arynes.
6.6.1 Cobalt‐, Rhodium‐, and Palladium‐Catalyzed CO Insertion of Arynes -- 6.7 Metal‐Catalyzed [3+2] Cycloaddition of Arynes -- 6.7.1 Silver‐Catalyzed [3+2] Cycloaddition of Arynes -- References -- Chapter 7 Molecular Rearrangements Triggered by Arynes -- 7.1 Introduction -- 7.2 Rearrangements Involved in the Monofunctionalization of Arynes -- 7.2.1 Reactions of Arynes with Nitrogen Nucleophiles -- 7.2.2 Reactions of Arynes with Sulfur Nucleophiles -- 7.3 Rearrangements Involved in the 1,2‐Difunctionalization of Arynes -- 7.3.1 Formal Insertion of Arynes into Carbon-Carbon Bonds -- 7.3.2 Formal Insertion of Arynes into Carbon-Heteroatom Bonds -- 7.3.3 Formal Insertion of Arynes into Heteroatom-Heteroatom Bonds -- 7.3.4 Vicinal Carbon-Carbon/Carbon-Carbon Bond‐Forming Reactions of Arynes -- 7.3.5 Vicinal Carbon-Carbon/Carbon-Heteroatom Bond‐Forming Reactions of Arynes -- 7.3.6 Vicinal Carbon-Heteroatom/Carbon-Heteroatom Bond‐Forming Reactions of Arynes -- 7.4 Rearrangements Involved in the 1,2,3‐Trifunctionalization of Arynes -- 7.5 Rearrangements Involved in the Multicomponent Reactions with Two or More Aryne Molecules -- 7.5.1 Three‐Component Reactions with Two Aryne Molecules -- 7.5.2 Four‐Component Reactions with Three Benzyne Molecules -- 7.6 Conclusions -- References -- Chapter 8 New Strategies in Recent Aryne Chemistry -- 8.1 Introduction -- 8.2 New Aryne Generation Methods -- 8.2.1 Revisiting ortho‐Deprotonative Elimination Protocols -- 8.2.2 Arynes from ortho‐Difunctionalized Precursors -- 8.2.3 Catalytic Aryne Generation Methods -- 8.3 Aryne Regioselectivity -- 8.3.1 Steric Effect -- 8.3.2 Electronic Effect -- 8.3.3 Regioselectivity on Small Ring‐Fused Arynes -- 8.4 Recent Advances in Aryne Multifunctionalization -- 8.4.1 1,2‐Benzdiyne -- 8.4.2 1,3‐Benzdiyne -- 8.4.3 1,4‐Benzdiyne -- 8.4.4 1,3,5‐Benztriyne.
8.4.5 Benzyne Insertion, C-H Functionalization Cascade.
Record Nr. UNINA-9910830404003321
Weinheim : , : Wiley-VCH, , [2021]
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
N-heterocyclic carbenes in organocatalysis / / edited by Akkattu T. Biju ; with a foreword by Ronald Breslow
N-heterocyclic carbenes in organocatalysis / / edited by Akkattu T. Biju ; with a foreword by Ronald Breslow
Pubbl/distr/stampa Weinheim, Germany : , : Wiley-VCH, , [2019]
Descrizione fisica 1 online resource (419 pages)
Disciplina 547.412
Soggetto topico Carbenes (Methylene compounds)
Heterocyclic chemistry
Heterocyclic compounds
Soggetto genere / forma Electronic books.
ISBN 3-527-80904-X
3-527-80905-8
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Record Nr. UNINA-9910554817803321
Weinheim, Germany : , : Wiley-VCH, , [2019]
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
N-heterocyclic carbenes in organocatalysis / / edited by Akkattu T. Biju ; with a foreword by Ronald Breslow
N-heterocyclic carbenes in organocatalysis / / edited by Akkattu T. Biju ; with a foreword by Ronald Breslow
Pubbl/distr/stampa Weinheim, Germany : , : Wiley-VCH, , [2019]
Descrizione fisica 1 online resource (419 pages)
Disciplina 547.412
Soggetto topico Carbenes (Methylene compounds)
Heterocyclic chemistry
Heterocyclic compounds
ISBN 3-527-80904-X
3-527-80905-8
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto An overview of NHCs -- Benzoin reaction -- N-heterocyclic carbene-catalyzed Stetter Reaction and related chemistry -- N-Heterocyclic carbene (NHC)-mediated generation and reaction of homoenolates -- Domino processes in NHC catalysis -- N-heterocyclic carbene catalysis via the [alpha], [beta]-unsaturated acyl azolium -- Recent activation modes in NHC organocatalysis -- N-heterocyclic carbene-catalyzed reactions via azolium enolates and dienolates -- N-heterocyclic carbenes as Brønsted base catalysts -- NHC-catalyzed kinetic resolution, desymmetrization, and DKR strategies -- N-heterocyclic carbenes for organopolymerization: metal-free polymer synthesis --N-heterocyclic carbene catalysis in natural product and complex target synthesis.
Record Nr. UNINA-9910677093703321
Weinheim, Germany : , : Wiley-VCH, , [2019]
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui