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Multicomponent reactions [[electronic resource] /] / edited by Jieping Zhu, Hugues Bienaymé
Multicomponent reactions [[electronic resource] /] / edited by Jieping Zhu, Hugues Bienaymé
Pubbl/distr/stampa Weinheim ; ; [Great Britain], : Wiley-VCH, c2005
Descrizione fisica 1 online resource (486 p.)
Disciplina 547.2
Altri autori (Persone) BienayméHugues
ZhuJieping
Soggetto topico Catalysis
Chemical reactions
Chemistry, Organic
ISBN 1-280-51964-9
9786610519644
3-527-60511-8
3-527-60424-3
Classificazione 35.51
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Multicomponent Reactions; Contents; Preface; Contributors; 1 Asymmetric Isocyanide-based MCRs; 1.1 Introduction; 1.2 Racemization Issues; 1.3 Asymmetric Passerini Reactions; 1.3.1 Classical Passerini Reactions; 1.3.2 Passerini-type Reactions; 1.4 Asymmetric Intermolecular Ugi Reactions; 1.4.1 General Remarks; 1.4.2 Chiral Amines; 1.4.2.1 α-Methylbenzylamines; 1.4.2.2 Ferrocenylamines; 1.4.2.3 Glycosylamines; 1.4.2.4 Esters of α-amino Acids; 1.4.3 Chiral Isocyanides, Carboxylic Acids and Carbonyl Compounds; 1.4.4 Chiral Cyclic Imines; 1.5 Asymmetric Intramolecular Ugi Reactions
1.5.1 With α-Amino Acids1.5.2 With Other Amino Acids; 1.5.3 With Keto Acids; 1.6 Other Asymmetric Isonitrile-based Multicomponent Reactions; 1.6.1 Tandem Ugi or Passerini Reaction/Intramolecular Diels-Alder (IMDA) Cyclizations; 1.6.2 Other Asymmetric Isonitrile-based Multicomponent Reactions; References; 2 Post-condensation Modifications of the Passerini and Ugi Reactions; 2.1 Convertible Isocyanides; 2.2 I-MCR Post-condensation Reactions in Synthesis of Open-chain Products; 2.2.1 Passerini 3CR + O-Deacylation; 2.2.2 Passerini-3CR + N-Deprotection + O N Acyl Migration
2.2.3 Ugi-4CR + Oxidation2.2.4 Ugi-4CR + Hydrolysis; 2.2.5 Ugi-4CR in Peptide Synthesis; 2.3 I-MCR Post-condensation Reactions in the Synthesis of Heterocycles; 2.3.1 Three-, Four-, and Five-membered Rings and their Benzo-fused Derivatives; 2.3.1.1 Oxiranes and β-Lactams by Passerini-3CR + O- or N-alkylation; 2.3.1.2 β-Lactams and Succinimides by Ugi-4CR + C-Alkylation; 2.3.1.3 Furans, Pyrroles, and Indoles by Passerini-3CR or Ugi-4CR and Knoevenagel Condensation; 2.3.1.4 Butenolides by Passerini-3CR and the Horner-Emmons-Wadsworth Reaction
2.3.1.5 Pyrroles and γ-Lactams by Ugi-4CR and Hydrolysis2.3.1.6 Indazolinones by Ugi-4CR with N-deprotection and Aromatic Nucleophilic Substitution; 2.3.1.7 Oxazole Derivatives and Imidazoles by Passerini-3CR or Ugi-4CR and Davidson Cyclization; 2.3.1.8 2-Imidazolines, Imidazolidin-2-ones and Benzimidazoles by Ugi-4CR with N-Deprotection and Cyclization; 2.3.1.9 Spiroimidazolones and Spirothioimidohydantoins by Ugi-4CR and Further Transformations; 2.3.2 Six-membered Rings and Their Benzo-fused Systems; 2.3.2.1 Pyridine Derivatives by Ugi-4CR and Aldol-type Condensation
2.3.2.2 Pyridazine Derivatives by Ugi-4CR and Knoevenagel Condensation2.3.2.3 Phthalazine Derivatives by Ugi-4CR with N-Deprotection and Cyclization; 2.3.2.4 Piperazines and Pyrazin-2-ones by Ugi-4CR and Cyclization; 2.3.2.5 Ketopiperazines, 2,5-Diketopiperazines and Quinoxalines by Ugi-4CR with N-Deprotection and Intramolecular Amide Bond Formation; 2.3.2.6 2,5-Diketopiperazines and Morpholines from Bifunctional Ugi-4CR Reagents; 2.3.3 Seven-membered Rings and Their Benzo-fused Systems; 2.3.3.1 Azepines by Ugi-4CR and Ring-closing Metathesis
2.3.3.2 1,4-Benzodiazepine-5-ones by Ugi-4CR with N-Deprotection and Aromatic Nucleophilic Substitution
Record Nr. UNINA-9910144326603321
Weinheim ; ; [Great Britain], : Wiley-VCH, c2005
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Multicomponent reactions [[electronic resource] /] / edited by Jieping Zhu, Hugues Bienaymé
Multicomponent reactions [[electronic resource] /] / edited by Jieping Zhu, Hugues Bienaymé
Pubbl/distr/stampa Weinheim ; ; [Great Britain], : Wiley-VCH, c2005
Descrizione fisica 1 online resource (486 p.)
Disciplina 547.2
Altri autori (Persone) BienayméHugues
ZhuJieping
Soggetto topico Catalysis
Chemical reactions
Chemistry, Organic
ISBN 1-280-51964-9
9786610519644
3-527-60511-8
3-527-60424-3
Classificazione 35.51
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Multicomponent Reactions; Contents; Preface; Contributors; 1 Asymmetric Isocyanide-based MCRs; 1.1 Introduction; 1.2 Racemization Issues; 1.3 Asymmetric Passerini Reactions; 1.3.1 Classical Passerini Reactions; 1.3.2 Passerini-type Reactions; 1.4 Asymmetric Intermolecular Ugi Reactions; 1.4.1 General Remarks; 1.4.2 Chiral Amines; 1.4.2.1 α-Methylbenzylamines; 1.4.2.2 Ferrocenylamines; 1.4.2.3 Glycosylamines; 1.4.2.4 Esters of α-amino Acids; 1.4.3 Chiral Isocyanides, Carboxylic Acids and Carbonyl Compounds; 1.4.4 Chiral Cyclic Imines; 1.5 Asymmetric Intramolecular Ugi Reactions
1.5.1 With α-Amino Acids1.5.2 With Other Amino Acids; 1.5.3 With Keto Acids; 1.6 Other Asymmetric Isonitrile-based Multicomponent Reactions; 1.6.1 Tandem Ugi or Passerini Reaction/Intramolecular Diels-Alder (IMDA) Cyclizations; 1.6.2 Other Asymmetric Isonitrile-based Multicomponent Reactions; References; 2 Post-condensation Modifications of the Passerini and Ugi Reactions; 2.1 Convertible Isocyanides; 2.2 I-MCR Post-condensation Reactions in Synthesis of Open-chain Products; 2.2.1 Passerini 3CR + O-Deacylation; 2.2.2 Passerini-3CR + N-Deprotection + O N Acyl Migration
2.2.3 Ugi-4CR + Oxidation2.2.4 Ugi-4CR + Hydrolysis; 2.2.5 Ugi-4CR in Peptide Synthesis; 2.3 I-MCR Post-condensation Reactions in the Synthesis of Heterocycles; 2.3.1 Three-, Four-, and Five-membered Rings and their Benzo-fused Derivatives; 2.3.1.1 Oxiranes and β-Lactams by Passerini-3CR + O- or N-alkylation; 2.3.1.2 β-Lactams and Succinimides by Ugi-4CR + C-Alkylation; 2.3.1.3 Furans, Pyrroles, and Indoles by Passerini-3CR or Ugi-4CR and Knoevenagel Condensation; 2.3.1.4 Butenolides by Passerini-3CR and the Horner-Emmons-Wadsworth Reaction
2.3.1.5 Pyrroles and γ-Lactams by Ugi-4CR and Hydrolysis2.3.1.6 Indazolinones by Ugi-4CR with N-deprotection and Aromatic Nucleophilic Substitution; 2.3.1.7 Oxazole Derivatives and Imidazoles by Passerini-3CR or Ugi-4CR and Davidson Cyclization; 2.3.1.8 2-Imidazolines, Imidazolidin-2-ones and Benzimidazoles by Ugi-4CR with N-Deprotection and Cyclization; 2.3.1.9 Spiroimidazolones and Spirothioimidohydantoins by Ugi-4CR and Further Transformations; 2.3.2 Six-membered Rings and Their Benzo-fused Systems; 2.3.2.1 Pyridine Derivatives by Ugi-4CR and Aldol-type Condensation
2.3.2.2 Pyridazine Derivatives by Ugi-4CR and Knoevenagel Condensation2.3.2.3 Phthalazine Derivatives by Ugi-4CR with N-Deprotection and Cyclization; 2.3.2.4 Piperazines and Pyrazin-2-ones by Ugi-4CR and Cyclization; 2.3.2.5 Ketopiperazines, 2,5-Diketopiperazines and Quinoxalines by Ugi-4CR with N-Deprotection and Intramolecular Amide Bond Formation; 2.3.2.6 2,5-Diketopiperazines and Morpholines from Bifunctional Ugi-4CR Reagents; 2.3.3 Seven-membered Rings and Their Benzo-fused Systems; 2.3.3.1 Azepines by Ugi-4CR and Ring-closing Metathesis
2.3.3.2 1,4-Benzodiazepine-5-ones by Ugi-4CR with N-Deprotection and Aromatic Nucleophilic Substitution
Record Nr. UNINA-9910830098803321
Weinheim ; ; [Great Britain], : Wiley-VCH, c2005
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Multicomponent reactions / / edited by Jieping Zhu, Hugues Bienayme
Multicomponent reactions / / edited by Jieping Zhu, Hugues Bienayme
Pubbl/distr/stampa Weinheim ; ; [Great Britain], : Wiley-VCH, c2005
Descrizione fisica 1 online resource (486 p.)
Disciplina 547.2
Altri autori (Persone) BienaymeHugues
ZhuJieping
Soggetto topico Catalysis
Chemical reactions
Chemistry, Organic
ISBN 1-280-51964-9
9786610519644
3-527-60511-8
3-527-60424-3
Classificazione 35.51
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Multicomponent Reactions; Contents; Preface; Contributors; 1 Asymmetric Isocyanide-based MCRs; 1.1 Introduction; 1.2 Racemization Issues; 1.3 Asymmetric Passerini Reactions; 1.3.1 Classical Passerini Reactions; 1.3.2 Passerini-type Reactions; 1.4 Asymmetric Intermolecular Ugi Reactions; 1.4.1 General Remarks; 1.4.2 Chiral Amines; 1.4.2.1 α-Methylbenzylamines; 1.4.2.2 Ferrocenylamines; 1.4.2.3 Glycosylamines; 1.4.2.4 Esters of α-amino Acids; 1.4.3 Chiral Isocyanides, Carboxylic Acids and Carbonyl Compounds; 1.4.4 Chiral Cyclic Imines; 1.5 Asymmetric Intramolecular Ugi Reactions
1.5.1 With α-Amino Acids1.5.2 With Other Amino Acids; 1.5.3 With Keto Acids; 1.6 Other Asymmetric Isonitrile-based Multicomponent Reactions; 1.6.1 Tandem Ugi or Passerini Reaction/Intramolecular Diels-Alder (IMDA) Cyclizations; 1.6.2 Other Asymmetric Isonitrile-based Multicomponent Reactions; References; 2 Post-condensation Modifications of the Passerini and Ugi Reactions; 2.1 Convertible Isocyanides; 2.2 I-MCR Post-condensation Reactions in Synthesis of Open-chain Products; 2.2.1 Passerini 3CR + O-Deacylation; 2.2.2 Passerini-3CR + N-Deprotection + O N Acyl Migration
2.2.3 Ugi-4CR + Oxidation2.2.4 Ugi-4CR + Hydrolysis; 2.2.5 Ugi-4CR in Peptide Synthesis; 2.3 I-MCR Post-condensation Reactions in the Synthesis of Heterocycles; 2.3.1 Three-, Four-, and Five-membered Rings and their Benzo-fused Derivatives; 2.3.1.1 Oxiranes and β-Lactams by Passerini-3CR + O- or N-alkylation; 2.3.1.2 β-Lactams and Succinimides by Ugi-4CR + C-Alkylation; 2.3.1.3 Furans, Pyrroles, and Indoles by Passerini-3CR or Ugi-4CR and Knoevenagel Condensation; 2.3.1.4 Butenolides by Passerini-3CR and the Horner-Emmons-Wadsworth Reaction
2.3.1.5 Pyrroles and γ-Lactams by Ugi-4CR and Hydrolysis2.3.1.6 Indazolinones by Ugi-4CR with N-deprotection and Aromatic Nucleophilic Substitution; 2.3.1.7 Oxazole Derivatives and Imidazoles by Passerini-3CR or Ugi-4CR and Davidson Cyclization; 2.3.1.8 2-Imidazolines, Imidazolidin-2-ones and Benzimidazoles by Ugi-4CR with N-Deprotection and Cyclization; 2.3.1.9 Spiroimidazolones and Spirothioimidohydantoins by Ugi-4CR and Further Transformations; 2.3.2 Six-membered Rings and Their Benzo-fused Systems; 2.3.2.1 Pyridine Derivatives by Ugi-4CR and Aldol-type Condensation
2.3.2.2 Pyridazine Derivatives by Ugi-4CR and Knoevenagel Condensation2.3.2.3 Phthalazine Derivatives by Ugi-4CR with N-Deprotection and Cyclization; 2.3.2.4 Piperazines and Pyrazin-2-ones by Ugi-4CR and Cyclization; 2.3.2.5 Ketopiperazines, 2,5-Diketopiperazines and Quinoxalines by Ugi-4CR with N-Deprotection and Intramolecular Amide Bond Formation; 2.3.2.6 2,5-Diketopiperazines and Morpholines from Bifunctional Ugi-4CR Reagents; 2.3.3 Seven-membered Rings and Their Benzo-fused Systems; 2.3.3.1 Azepines by Ugi-4CR and Ring-closing Metathesis
2.3.3.2 1,4-Benzodiazepine-5-ones by Ugi-4CR with N-Deprotection and Aromatic Nucleophilic Substitution
Record Nr. UNINA-9911019089203321
Weinheim ; ; [Great Britain], : Wiley-VCH, c2005
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Multicomponent reactions in organic synthesis / / edited by Jieping Zhu, Qian Wang, and Mei-Xiang Wang ; AlAnod D. AlQahtani [and thirty seven others], contributors
Multicomponent reactions in organic synthesis / / edited by Jieping Zhu, Qian Wang, and Mei-Xiang Wang ; AlAnod D. AlQahtani [and thirty seven others], contributors
Pubbl/distr/stampa Weinheim, Germany : , : Wiley-VCH, , 2015
Descrizione fisica 1 online resource (515 p.)
Disciplina 541.39
Soggetto topico Chemical reactions
ISBN 3-527-67817-4
3-527-67820-4
3-527-67819-0
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Multicomponent Reactions in Organic Synthesis; Contents; List of Contributors; Preface; 1. General Introduction to MCRs: Past, Present, and Future; 1.1 Introduction; 1.2 Advances in Chemistry; 1.3 Total Syntheses; 1.4 Applications in Pharmaceutical and Agrochemical Industry; 1.5 Materials; 1.6 Outlook; References; 2. Discovery of MCRs; 2.1 General Introduction; 2.2 The Concept; 2.3 The Reaction Design Concept; 2.3.1 Single Reactant Replacement; 2.3.2 Modular Reaction Sequences; 2.3.3 Condition-Based Divergence; 2.3.4 Union of MCRs; 2.4 Multicomponent Reactions and Biocatalysis
2.4.1 Multicomponent Reactions and (Dynamic) Enzymatic Kinetic Resolution2.4.2 Multicomponent Reactions and Enzymatic Desymmetrization; 2.5 Multicomponent Reactions in Green Pharmaceutical Production; 2.6 Conclusions; Acknowledgments; References; 3. Aryne-Based Multicomponent Reactions; 3.1 Introduction; 3.2 Multicomponent Reactions of Arynes via Electrophilic Coupling; 3.2.1 Multicomponent Reactions under Neutral Conditions; 3.2.1.1 Isocyanide-Based Multicomponent Reactions; 3.2.1.2 Imine-Based Multicomponent Reactions; 3.2.1.3 Amine-Based Multicomponent Reactions
3.2.1.4 Carbonyl Compound-Based Multicomponent Reactions3.2.1.5 Ether-Based Multicomponent Reactions; 3.2.1.6 Miscellaneous; 3.2.2 Multicomponent Reactions under Basic Conditions; 3.3 Transition Metal-Catalyzed Multicomponent Reactions of Arynes; 3.3.1 Annulations; 3.3.2 Cross-Coupling-Type Reactions; 3.3.3 Mizoroki-Heck-Type Reactions; 3.3.4 Insertion into σ-Bond; 3.4 Concluding Remarks; References; 4. Ugi-Smiles and Passerini-Smiles Couplings; 4.1 Introduction; 4.1.1 Carboxylic Acid Surrogates in Ugi Reactions; 4.1.2 Smiles Rearrangements; 4.2 Scope and Limitations
4.2.1 Phenols and Thiophenols4.2.2 Six-Membered Ring Hydroxy Heteroaromatics and Related Mercaptans; 4.2.3 Five-Membered Ring Hydroxy Heteroaromatic and Related Mercaptans; 4.2.4 Related Couplings with Enol Derivatives; 4.2.5 The Joullié-Smiles Coupling; 4.2.6 The Passerini-Smiles Reaction; 4.3 Ugi-Smiles Postcondensations; 4.3.1 Postcondensations Involving Reduction of the Nitro Group; 4.3.2 Transformations of Ugi-Smiles Thioamides; 4.3.3 Postcondensations Involving Transition Metal-Catalyzed Processes; 4.3.4 Reactivity of the Peptidyl Unit; 4.3.5 Radical Reactions; 4.3.6 Cycloaddition
4.4 ConclusionsReferences; 5. 1,3-Dicarbonyls in Multicomponent Reactions; 5.1 Introduction; 5.2 Achiral and Racemic MCRs; 5.2.1 Involving One Pronucleophilic Reactive Site; 5.2.2 Involving Two Reactive Sites; 5.2.2.1 Two Nucleophilic Sites; 5.2.2.2 One Pronucleophilic Site and One Electrophilic Site; 5.2.3 Involving Three Reactive Sites; 5.2.4 Involving Four Reactive Sites; 5.3 Enantioselective MCRs; 5.3.1 Involving One Reactive Site; 5.3.2 Involving Two Reactive Sites; 5.3.3 Involving Three Reactive Sites; 5.4 Conclusions and Outlook; References; 6. Functionalization of Heterocycles by MCRs
6.1 Introduction
Record Nr. UNINA-9910132345903321
Weinheim, Germany : , : Wiley-VCH, , 2015
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui
Multicomponent reactions in organic synthesis / / edited by Jieping Zhu, Qian Wang, and Mei-Xiang Wang ; AlAnod D. AlQahtani [and thirty seven others], contributors
Multicomponent reactions in organic synthesis / / edited by Jieping Zhu, Qian Wang, and Mei-Xiang Wang ; AlAnod D. AlQahtani [and thirty seven others], contributors
Pubbl/distr/stampa Weinheim, Germany : , : Wiley-VCH, , 2015
Descrizione fisica 1 online resource (515 p.)
Disciplina 541.39
Soggetto topico Chemical reactions
ISBN 3-527-67817-4
3-527-67820-4
3-527-67819-0
Formato Materiale a stampa
Livello bibliografico Monografia
Lingua di pubblicazione eng
Nota di contenuto Multicomponent Reactions in Organic Synthesis; Contents; List of Contributors; Preface; 1. General Introduction to MCRs: Past, Present, and Future; 1.1 Introduction; 1.2 Advances in Chemistry; 1.3 Total Syntheses; 1.4 Applications in Pharmaceutical and Agrochemical Industry; 1.5 Materials; 1.6 Outlook; References; 2. Discovery of MCRs; 2.1 General Introduction; 2.2 The Concept; 2.3 The Reaction Design Concept; 2.3.1 Single Reactant Replacement; 2.3.2 Modular Reaction Sequences; 2.3.3 Condition-Based Divergence; 2.3.4 Union of MCRs; 2.4 Multicomponent Reactions and Biocatalysis
2.4.1 Multicomponent Reactions and (Dynamic) Enzymatic Kinetic Resolution2.4.2 Multicomponent Reactions and Enzymatic Desymmetrization; 2.5 Multicomponent Reactions in Green Pharmaceutical Production; 2.6 Conclusions; Acknowledgments; References; 3. Aryne-Based Multicomponent Reactions; 3.1 Introduction; 3.2 Multicomponent Reactions of Arynes via Electrophilic Coupling; 3.2.1 Multicomponent Reactions under Neutral Conditions; 3.2.1.1 Isocyanide-Based Multicomponent Reactions; 3.2.1.2 Imine-Based Multicomponent Reactions; 3.2.1.3 Amine-Based Multicomponent Reactions
3.2.1.4 Carbonyl Compound-Based Multicomponent Reactions3.2.1.5 Ether-Based Multicomponent Reactions; 3.2.1.6 Miscellaneous; 3.2.2 Multicomponent Reactions under Basic Conditions; 3.3 Transition Metal-Catalyzed Multicomponent Reactions of Arynes; 3.3.1 Annulations; 3.3.2 Cross-Coupling-Type Reactions; 3.3.3 Mizoroki-Heck-Type Reactions; 3.3.4 Insertion into σ-Bond; 3.4 Concluding Remarks; References; 4. Ugi-Smiles and Passerini-Smiles Couplings; 4.1 Introduction; 4.1.1 Carboxylic Acid Surrogates in Ugi Reactions; 4.1.2 Smiles Rearrangements; 4.2 Scope and Limitations
4.2.1 Phenols and Thiophenols4.2.2 Six-Membered Ring Hydroxy Heteroaromatics and Related Mercaptans; 4.2.3 Five-Membered Ring Hydroxy Heteroaromatic and Related Mercaptans; 4.2.4 Related Couplings with Enol Derivatives; 4.2.5 The Joullié-Smiles Coupling; 4.2.6 The Passerini-Smiles Reaction; 4.3 Ugi-Smiles Postcondensations; 4.3.1 Postcondensations Involving Reduction of the Nitro Group; 4.3.2 Transformations of Ugi-Smiles Thioamides; 4.3.3 Postcondensations Involving Transition Metal-Catalyzed Processes; 4.3.4 Reactivity of the Peptidyl Unit; 4.3.5 Radical Reactions; 4.3.6 Cycloaddition
4.4 ConclusionsReferences; 5. 1,3-Dicarbonyls in Multicomponent Reactions; 5.1 Introduction; 5.2 Achiral and Racemic MCRs; 5.2.1 Involving One Pronucleophilic Reactive Site; 5.2.2 Involving Two Reactive Sites; 5.2.2.1 Two Nucleophilic Sites; 5.2.2.2 One Pronucleophilic Site and One Electrophilic Site; 5.2.3 Involving Three Reactive Sites; 5.2.4 Involving Four Reactive Sites; 5.3 Enantioselective MCRs; 5.3.1 Involving One Reactive Site; 5.3.2 Involving Two Reactive Sites; 5.3.3 Involving Three Reactive Sites; 5.4 Conclusions and Outlook; References; 6. Functionalization of Heterocycles by MCRs
6.1 Introduction
Record Nr. UNINA-9910811718903321
Weinheim, Germany : , : Wiley-VCH, , 2015
Materiale a stampa
Lo trovi qui: Univ. Federico II
Opac: Controlla la disponibilità qui