More Synthetic Approaches to Nonaromatic Nitrogen Heterocycles, 2 Volume Set
Herausgegeben:Faisca Phillips, Ana Maria
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More Synthetic Approaches to Nonaromatic Nitrogen Heterocycles, 2 Volume Set
Herausgegeben:Faisca Phillips, Ana Maria
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Der dritte Teil einer umfangreichen Sammlung von Büchern über Synthesestrategien für nichtaromatische Stickstoffheterocyclen mit 15 Kapiteln über modernste Trends und Techniken. In diesem Werk werden einige der wichtigsten modernen Syntheseverfahren zur Gewinnung nichtaromatischer Stickstoffheterocyclen sowie ihre praktischen Anwendungen erläutert. Als zentrale Themen werden u.a. die Organokatalyse, Kaskadenreaktionen, Fließchemie in der Synthese, Cycloadditionsreaktionen, Metathese, Kreuzkupplungsreaktionen und die Elektrochemie betrachtet. Stickstoffheterocyclen sind eine wichtige Klasse…mehr
Der dritte Teil einer umfangreichen Sammlung von Büchern über Synthesestrategien für nichtaromatische Stickstoffheterocyclen mit 15 Kapiteln über modernste Trends und Techniken. In diesem Werk werden einige der wichtigsten modernen Syntheseverfahren zur Gewinnung nichtaromatischer Stickstoffheterocyclen sowie ihre praktischen Anwendungen erläutert. Als zentrale Themen werden u.a. die Organokatalyse, Kaskadenreaktionen, Fließchemie in der Synthese, Cycloadditionsreaktionen, Metathese, Kreuzkupplungsreaktionen und die Elektrochemie betrachtet. Stickstoffheterocyclen sind eine wichtige Klasse chemischer Verbindungen, die in der Pharmazie, Agrochemie und Materialchemie Anwendung finden. Dieses Werk enthält Beiträge von Fachautoren aus 10 Ländern.
Produktdetails
- Produktdetails
- Verlag: Wiley / Wiley & Sons
- Artikelnr. des Verlages: 1W119757120
- 1. Auflage
- Seitenzahl: 752
- Erscheinungstermin: 4. April 2022
- Englisch
- Abmessung: 254mm x 178mm x 52mm
- Gewicht: 1718g
- ISBN-13: 9781119757122
- ISBN-10: 1119757126
- Artikelnr.: 62234607
- Verlag: Wiley / Wiley & Sons
- Artikelnr. des Verlages: 1W119757120
- 1. Auflage
- Seitenzahl: 752
- Erscheinungstermin: 4. April 2022
- Englisch
- Abmessung: 254mm x 178mm x 52mm
- Gewicht: 1718g
- ISBN-13: 9781119757122
- ISBN-10: 1119757126
- Artikelnr.: 62234607
Ana Maria M.M. Faisca Phillips, PhD, is Researcher at the Coordination Chemistry and Catalysis Group, Centro de Química Estrutural, Instituto Superior Técnico Universidade de Lisboa.
List of Contributors
Preface
List of Common Abbreviations
PART 1: CASCADE REACTIONS
1 Unity is Strength: The Case of Cascade Reactions Combined with C-H Activation 1
Emanuele Casali, Ervis Saraci and Giuseppe Zanoni
1.1 Introduction
1.2 Rhodium Promoted Reactions
1.3 Palladium Promoted Reactions
1.4 Ruthenium Promoted Reactions
1.5 Cobalt Promoted Reactions
1.6 Miscellaneous
References
2 Chemo-enzymatic Cascade Reactions for the Synthesis of Chiral Intermediates
and Nonaromatic Nitrogen Heterocycles
Rodrigo O.M.A. de Souza, Raquel A.C. Leao, Marcelo A. Nascimento, Alexandre de S. França, Amanda S. de Miranda, Ivaldo I. Junior
2.1 Introduction
2.2 C-N Bond Construction Enzymes
2.3 C-N Deracemization Enzymes
2.4 Cascade Reactions
2.4.1 Enzymatic Cascade Reactions
2.4.2 Chemoenzymatic Cascade Reactions
References
3 Asymmetric Organocatalytic Cascade Reactions for the Synthesis of Nitrogen Heterocycles
A. M. M. M. Faisca Phillips
3.1 Introduction
3.2 Three-membered Ring Heterocycles: Aziridines
3.3 Four-membered Ring Heterocycles: The ß-lactams
3.4 Five-membered Rings
3.4.1 Pyrrolidines
3.4.2 Pyrrolidinones ( -Lactams)
3.4.3 Isoindolinones and Spirooxindoles
3.5 Six-membered Rings
3.5.1 Piperidines, Dihydropyridines and Tetrahydropyridines
3.5.2 Piperidinones ( -lactams)
3.5.3 Dihydropyridinones
3.5.4 Tetrahydroquinolines, Dihydroquinolines and Related Substances
3.5.5 Hexahydropyridazines and Pyrimidinones
3.6 Pyrrolo[3,2,1-ij]quinolines
3.7 Cyclic Sulfamidates
3.8 Miscellaneous
Conclusion
References
PART 2: SELECTED REACTIONS FOR THE SYNTHESIS OF NITROGEN HETEROCYCLES
4 Synthesis of Nitrogen-Heterocycles Based on N-Heterocyclic Carbene Organocatalysis
Hideto Miyabe
4.1 Introduction
4.2 NHC-catalyzed Cyclization
4.3 NHC-catalyzed Annulation
4.3.1 [3 + 2] Annulation
4.3.2 [4 + 2] Annulation
4.3.3 [3 + 3] Annulation
4.3.4 [4 + 3] Annulation
4.3.5 [2 + 2] Annulation
4.4 Oxidative NHC-catalyzed Annulation
4.4.1 Oxidative [3 + 2] Annulation
4.4.2 Oxidative [4 + 2] Annulation
4.4.3 Oxidative [3 + 3] Annulation
4.4.4 Oxidative [4 + 3] Annulation
4.4.5 Oxidative [2 + 2] Annulation
4.5 Asymmetric Dearomatization
4.6 Cooperative Catalysis of NHC and Transition-Metal Catalysts
4.7 Other NHC-catalyzed Reactions
4.8 Conclusion and Outlook
References
5 Synthesis of N-Heterocycles via [3 + n] Cycloaddition Reactions of Vinyl Metal Carbene Intermediates
Ming Bao, Su Zhou, and Xinfang Xu
5.1 Introduction
5.2 [3 + 1]-Cycloaddition
5.3 [3 + 2]-Cycloaddition
5.4 [3 + 3]-Cycloaddition
5.4.1 [3 + 3]-Cycloaddition with Nitrone
5.4.2 [3 + 3]-Cycloaddition with Azomethine Imines
5.4.3 [3 + 3]-Cycloaddition with Other 1,3-Dipoles
5.5 [3 + 4]-Cycloaddition
5.5.1 [3 + 4]-Cycloaddition with N-Heterocycles
5.5.2 [3 + 4]-Cycloaddition with alpha,beta-Unsaturated Imines
5.5. Other Types of [3 + 4]-Cycloadditions
5.6 [3 + 5]-Cycloaddition
5.7 Intramolecular Cyclization via Carbe
Preface
List of Common Abbreviations
PART 1: CASCADE REACTIONS
1 Unity is Strength: The Case of Cascade Reactions Combined with C-H Activation 1
Emanuele Casali, Ervis Saraci and Giuseppe Zanoni
1.1 Introduction
1.2 Rhodium Promoted Reactions
1.3 Palladium Promoted Reactions
1.4 Ruthenium Promoted Reactions
1.5 Cobalt Promoted Reactions
1.6 Miscellaneous
References
2 Chemo-enzymatic Cascade Reactions for the Synthesis of Chiral Intermediates
and Nonaromatic Nitrogen Heterocycles
Rodrigo O.M.A. de Souza, Raquel A.C. Leao, Marcelo A. Nascimento, Alexandre de S. França, Amanda S. de Miranda, Ivaldo I. Junior
2.1 Introduction
2.2 C-N Bond Construction Enzymes
2.3 C-N Deracemization Enzymes
2.4 Cascade Reactions
2.4.1 Enzymatic Cascade Reactions
2.4.2 Chemoenzymatic Cascade Reactions
References
3 Asymmetric Organocatalytic Cascade Reactions for the Synthesis of Nitrogen Heterocycles
A. M. M. M. Faisca Phillips
3.1 Introduction
3.2 Three-membered Ring Heterocycles: Aziridines
3.3 Four-membered Ring Heterocycles: The ß-lactams
3.4 Five-membered Rings
3.4.1 Pyrrolidines
3.4.2 Pyrrolidinones ( -Lactams)
3.4.3 Isoindolinones and Spirooxindoles
3.5 Six-membered Rings
3.5.1 Piperidines, Dihydropyridines and Tetrahydropyridines
3.5.2 Piperidinones ( -lactams)
3.5.3 Dihydropyridinones
3.5.4 Tetrahydroquinolines, Dihydroquinolines and Related Substances
3.5.5 Hexahydropyridazines and Pyrimidinones
3.6 Pyrrolo[3,2,1-ij]quinolines
3.7 Cyclic Sulfamidates
3.8 Miscellaneous
Conclusion
References
PART 2: SELECTED REACTIONS FOR THE SYNTHESIS OF NITROGEN HETEROCYCLES
4 Synthesis of Nitrogen-Heterocycles Based on N-Heterocyclic Carbene Organocatalysis
Hideto Miyabe
4.1 Introduction
4.2 NHC-catalyzed Cyclization
4.3 NHC-catalyzed Annulation
4.3.1 [3 + 2] Annulation
4.3.2 [4 + 2] Annulation
4.3.3 [3 + 3] Annulation
4.3.4 [4 + 3] Annulation
4.3.5 [2 + 2] Annulation
4.4 Oxidative NHC-catalyzed Annulation
4.4.1 Oxidative [3 + 2] Annulation
4.4.2 Oxidative [4 + 2] Annulation
4.4.3 Oxidative [3 + 3] Annulation
4.4.4 Oxidative [4 + 3] Annulation
4.4.5 Oxidative [2 + 2] Annulation
4.5 Asymmetric Dearomatization
4.6 Cooperative Catalysis of NHC and Transition-Metal Catalysts
4.7 Other NHC-catalyzed Reactions
4.8 Conclusion and Outlook
References
5 Synthesis of N-Heterocycles via [3 + n] Cycloaddition Reactions of Vinyl Metal Carbene Intermediates
Ming Bao, Su Zhou, and Xinfang Xu
5.1 Introduction
5.2 [3 + 1]-Cycloaddition
5.3 [3 + 2]-Cycloaddition
5.4 [3 + 3]-Cycloaddition
5.4.1 [3 + 3]-Cycloaddition with Nitrone
5.4.2 [3 + 3]-Cycloaddition with Azomethine Imines
5.4.3 [3 + 3]-Cycloaddition with Other 1,3-Dipoles
5.5 [3 + 4]-Cycloaddition
5.5.1 [3 + 4]-Cycloaddition with N-Heterocycles
5.5.2 [3 + 4]-Cycloaddition with alpha,beta-Unsaturated Imines
5.5. Other Types of [3 + 4]-Cycloadditions
5.6 [3 + 5]-Cycloaddition
5.7 Intramolecular Cyclization via Carbe
List of Contributors
Preface
List of Common Abbreviations
PART 1: CASCADE REACTIONS
1 Unity is Strength: The Case of Cascade Reactions Combined with C-H Activation 1
Emanuele Casali, Ervis Saraci and Giuseppe Zanoni
1.1 Introduction
1.2 Rhodium Promoted Reactions
1.3 Palladium Promoted Reactions
1.4 Ruthenium Promoted Reactions
1.5 Cobalt Promoted Reactions
1.6 Miscellaneous
References
2 Chemo-enzymatic Cascade Reactions for the Synthesis of Chiral Intermediates
and Nonaromatic Nitrogen Heterocycles
Rodrigo O.M.A. de Souza, Raquel A.C. Leao, Marcelo A. Nascimento, Alexandre de S. França, Amanda S. de Miranda, Ivaldo I. Junior
2.1 Introduction
2.2 C-N Bond Construction Enzymes
2.3 C-N Deracemization Enzymes
2.4 Cascade Reactions
2.4.1 Enzymatic Cascade Reactions
2.4.2 Chemoenzymatic Cascade Reactions
References
3 Asymmetric Organocatalytic Cascade Reactions for the Synthesis of Nitrogen Heterocycles
A. M. M. M. Faisca Phillips
3.1 Introduction
3.2 Three-membered Ring Heterocycles: Aziridines
3.3 Four-membered Ring Heterocycles: The ß-lactams
3.4 Five-membered Rings
3.4.1 Pyrrolidines
3.4.2 Pyrrolidinones ( -Lactams)
3.4.3 Isoindolinones and Spirooxindoles
3.5 Six-membered Rings
3.5.1 Piperidines, Dihydropyridines and Tetrahydropyridines
3.5.2 Piperidinones ( -lactams)
3.5.3 Dihydropyridinones
3.5.4 Tetrahydroquinolines, Dihydroquinolines and Related Substances
3.5.5 Hexahydropyridazines and Pyrimidinones
3.6 Pyrrolo[3,2,1-ij]quinolines
3.7 Cyclic Sulfamidates
3.8 Miscellaneous
Conclusion
References
PART 2: SELECTED REACTIONS FOR THE SYNTHESIS OF NITROGEN HETEROCYCLES
4 Synthesis of Nitrogen-Heterocycles Based on N-Heterocyclic Carbene Organocatalysis
Hideto Miyabe
4.1 Introduction
4.2 NHC-catalyzed Cyclization
4.3 NHC-catalyzed Annulation
4.3.1 [3 + 2] Annulation
4.3.2 [4 + 2] Annulation
4.3.3 [3 + 3] Annulation
4.3.4 [4 + 3] Annulation
4.3.5 [2 + 2] Annulation
4.4 Oxidative NHC-catalyzed Annulation
4.4.1 Oxidative [3 + 2] Annulation
4.4.2 Oxidative [4 + 2] Annulation
4.4.3 Oxidative [3 + 3] Annulation
4.4.4 Oxidative [4 + 3] Annulation
4.4.5 Oxidative [2 + 2] Annulation
4.5 Asymmetric Dearomatization
4.6 Cooperative Catalysis of NHC and Transition-Metal Catalysts
4.7 Other NHC-catalyzed Reactions
4.8 Conclusion and Outlook
References
5 Synthesis of N-Heterocycles via [3 + n] Cycloaddition Reactions of Vinyl Metal Carbene Intermediates
Ming Bao, Su Zhou, and Xinfang Xu
5.1 Introduction
5.2 [3 + 1]-Cycloaddition
5.3 [3 + 2]-Cycloaddition
5.4 [3 + 3]-Cycloaddition
5.4.1 [3 + 3]-Cycloaddition with Nitrone
5.4.2 [3 + 3]-Cycloaddition with Azomethine Imines
5.4.3 [3 + 3]-Cycloaddition with Other 1,3-Dipoles
5.5 [3 + 4]-Cycloaddition
5.5.1 [3 + 4]-Cycloaddition with N-Heterocycles
5.5.2 [3 + 4]-Cycloaddition with alpha,beta-Unsaturated Imines
5.5. Other Types of [3 + 4]-Cycloadditions
5.6 [3 + 5]-Cycloaddition
5.7 Intramolecular Cyclization via Carbe
Preface
List of Common Abbreviations
PART 1: CASCADE REACTIONS
1 Unity is Strength: The Case of Cascade Reactions Combined with C-H Activation 1
Emanuele Casali, Ervis Saraci and Giuseppe Zanoni
1.1 Introduction
1.2 Rhodium Promoted Reactions
1.3 Palladium Promoted Reactions
1.4 Ruthenium Promoted Reactions
1.5 Cobalt Promoted Reactions
1.6 Miscellaneous
References
2 Chemo-enzymatic Cascade Reactions for the Synthesis of Chiral Intermediates
and Nonaromatic Nitrogen Heterocycles
Rodrigo O.M.A. de Souza, Raquel A.C. Leao, Marcelo A. Nascimento, Alexandre de S. França, Amanda S. de Miranda, Ivaldo I. Junior
2.1 Introduction
2.2 C-N Bond Construction Enzymes
2.3 C-N Deracemization Enzymes
2.4 Cascade Reactions
2.4.1 Enzymatic Cascade Reactions
2.4.2 Chemoenzymatic Cascade Reactions
References
3 Asymmetric Organocatalytic Cascade Reactions for the Synthesis of Nitrogen Heterocycles
A. M. M. M. Faisca Phillips
3.1 Introduction
3.2 Three-membered Ring Heterocycles: Aziridines
3.3 Four-membered Ring Heterocycles: The ß-lactams
3.4 Five-membered Rings
3.4.1 Pyrrolidines
3.4.2 Pyrrolidinones ( -Lactams)
3.4.3 Isoindolinones and Spirooxindoles
3.5 Six-membered Rings
3.5.1 Piperidines, Dihydropyridines and Tetrahydropyridines
3.5.2 Piperidinones ( -lactams)
3.5.3 Dihydropyridinones
3.5.4 Tetrahydroquinolines, Dihydroquinolines and Related Substances
3.5.5 Hexahydropyridazines and Pyrimidinones
3.6 Pyrrolo[3,2,1-ij]quinolines
3.7 Cyclic Sulfamidates
3.8 Miscellaneous
Conclusion
References
PART 2: SELECTED REACTIONS FOR THE SYNTHESIS OF NITROGEN HETEROCYCLES
4 Synthesis of Nitrogen-Heterocycles Based on N-Heterocyclic Carbene Organocatalysis
Hideto Miyabe
4.1 Introduction
4.2 NHC-catalyzed Cyclization
4.3 NHC-catalyzed Annulation
4.3.1 [3 + 2] Annulation
4.3.2 [4 + 2] Annulation
4.3.3 [3 + 3] Annulation
4.3.4 [4 + 3] Annulation
4.3.5 [2 + 2] Annulation
4.4 Oxidative NHC-catalyzed Annulation
4.4.1 Oxidative [3 + 2] Annulation
4.4.2 Oxidative [4 + 2] Annulation
4.4.3 Oxidative [3 + 3] Annulation
4.4.4 Oxidative [4 + 3] Annulation
4.4.5 Oxidative [2 + 2] Annulation
4.5 Asymmetric Dearomatization
4.6 Cooperative Catalysis of NHC and Transition-Metal Catalysts
4.7 Other NHC-catalyzed Reactions
4.8 Conclusion and Outlook
References
5 Synthesis of N-Heterocycles via [3 + n] Cycloaddition Reactions of Vinyl Metal Carbene Intermediates
Ming Bao, Su Zhou, and Xinfang Xu
5.1 Introduction
5.2 [3 + 1]-Cycloaddition
5.3 [3 + 2]-Cycloaddition
5.4 [3 + 3]-Cycloaddition
5.4.1 [3 + 3]-Cycloaddition with Nitrone
5.4.2 [3 + 3]-Cycloaddition with Azomethine Imines
5.4.3 [3 + 3]-Cycloaddition with Other 1,3-Dipoles
5.5 [3 + 4]-Cycloaddition
5.5.1 [3 + 4]-Cycloaddition with N-Heterocycles
5.5.2 [3 + 4]-Cycloaddition with alpha,beta-Unsaturated Imines
5.5. Other Types of [3 + 4]-Cycloadditions
5.6 [3 + 5]-Cycloaddition
5.7 Intramolecular Cyclization via Carbe