| Description |
1 online resource : illustrations (some color) |
| Contents |
880-01 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 |
|
880-01/(S Contents note continued: 9.3. Multiple MCR-Based Macrocyclizations of Bifunctional Building Blocks / Ricardo A.W. Neves Filho / Micjel C. Morejon / Alfredo R. Puentes / Ludger A. Wessjohann -- 9.4. IMCR-Based Macrocyclizations of Trifunctionalized Building Blocks (MiB-3D) / Alfredo R. Puentes / Micjel C. Morejon / Ricardo A.W. Neves Filho / Ludger A. Wessjohann -- 9.5. Sequential IMCR-Based Macrocyclizations of Multiple Bifunctional Building Blocks / Ricardo A.W. Neves Filho / Alfredo R. Puentes / Micjel C. Morejon / Ludger A. Wessjohann -- 9.6. Final Remarks and Future Perspectives / Ricardo A.W. Neves Filho / Ludger A. Wessjohann / Alfredo R. Puentes / Micjel C. Morejon -- References / Ludger A. Wessjohann / Ricardo A.W. Neves Filho / Alfredo R. Puentes / Micjel C. Morejon -- 10.1. Introduction / Andrea Basso / Renata Riva / Lisa Moni -- 10.2. Multicomponent Reactions Involving In Situ Oxidation of One Substrate / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1. Isocyanide-Based Multicomponent Reactions / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1.1. Passerini Reactions / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1.2. Ugi Reactions with In Situ Oxidation of Alcohols / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1.3. Ugi Reaction with In Situ Oxidation of Secondary Amines / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1.4. Ugi[--]Smiles Reaction with In Situ Oxidation of Secondary Amines / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1.5. Ugi-Type Reactions by In Situ Oxidation of Tertiary Amines / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.1.6. Synthesis of Other Derivatives / Andrea Basso / Renata Riva / Lisa Moni -- 10.2.2. Other Multicomponent Reactions / Andrea Basso / Renata Riva / Lisa Moni -- 10.3. Multicomponent Reactions Involving Oxidation of a Reaction Intermediate / Andrea Basso / Renata Riva / Lisa Moni -- 10.3.1. Reactions without Transition Metal-Mediated Oxidation / Andrea Basso / Renata Riva / Lisa Moni -- 10.3.2. Reactions Mediated by Transition Metal Catalysis / Andrea Basso / Renata Riva / Lisa Moni -- 10.4. Multicomponent Reactions Involving Oxidants as Lewis Acids / Andrea Basso / Renata Riva / Lisa Moni -- 10.5. Conclusions / Andrea Basso / Renata Riva / Lisa Moni -- References / Andrea Basso / Renata Riva / Lisa Moni -- 11.1. Introduction / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.2. Reactions with 1,2-Propadiene and Unactivated Allenes / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.2.1. Palladium-Catalyzed Multicomponent Reactions / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.2.2. Copper-, Nickel-, and Rhodium-Promoted Multicomponent Reactions / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.2.3. Multicomponent Reactions without Transition Metals / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.3. Reactions with Acceptor-Substituted Allenes / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.3.1. Catalyzed Multicomponent Reactions / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.3.2. Uncatalyzed Multicomponent Reactions / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.4. Reactions with Donor-Substituted Allenes / Reinhold Zimmer / Hans-Ulrich Reissig -- 11.5. Conclusions / Reinhold Zimmer / Hans-Ulrich Reissig -- List of Abbreviations / Reinhold Zimmer / Hans-Ulrich Reissig -- References / Reinhold Zimmer / Hans-Ulrich Reissig -- 12.1. Introduction / Konstantin Deilhof / Thomas J.J. Müller -- 12.2. σ-Nucleophilic Reactivity of Alkynes / Konstantin Deilhof / Thomas J.J. Müller -- 12.2.1. Acetylide Additions to Electrophiles / Konstantin Deilhof / Thomas J.J. Müller -- 12.2.1.1. Alkyne[--]Aldehyde[--]Amine Condensation [--] A3-Coupling / Konstantin Deilhof / Thomas J.J. Müller -- 12.2.1.2. Alkyne[--](Hetero)Aryl Halide (Sonogashira) Coupling as Key Reaction / Konstantin Deilhof / Thomas J.J. Müller -- 12.2.2. Conversion of Terminal Alkynes into Electrophiles as Key Reactions / Konstantin Deilhof / Thomas J.J. Müller -- 12.3. π-Nucleophilic Reactivity of Alkynes / Konstantin Deilhof / Thomas J.J. Müller -- 12.4. Alkynes as Electrophilic Partners / Konstantin Deilhof / Thomas J.J. Müller -- 12.5. Alkynes in Cycloadditions / Konstantin Deilhof / Thomas J.J. Müller -- 12.5.1. Alkynes as Dipolarophiles / Konstantin Deilhof / Thomas J.J. Müller -- 12.5.2. Alkynes in Cu(I)-Catalyzed 1,3-Dipolar Azide[--]Alkyne Cycloaddition / Konstantin Deilhof / Thomas J.J. Müller -- 12.5.3. Alkynes as Dienophiles in MCRs / Konstantin Deilhof / Thomas J.J. Müller -- 12.6. Alkynes as Reaction Partners in Organometallic MCRs / Konstantin Deilhof / Thomas J.J. Müller -- 12.7. Conclusions / Konstantin Deilhof / Thomas J.J. Müller -- List of Abbreviations / Konstantin Deilhof / Thomas J.J. Müller -- Acknowledgment / Konstantin Deilhof / Thomas J.J. Müller -- References / Konstantin Deilhof / Thomas J.J. Müller -- 13.1. Introduction / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.2. Quinolones and Related Heterocycles from Homophthalic and Isatoic Anhydrides / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.2.1. Introduction: Reactivity of Homophthalic and Isatoic Anhydrides / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.2.2. Imine[--]Anhydride Reactions of Homophthalic Anhydride / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.2.3. MCRs Employing Homophthalic Anhydride / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.2.4. Imine[--]Anhydride Reactions of Isatoic Anhydride / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.3. α, β-Unsaturated Cyclic Anhydrides: MCRs Involving Conjugate Addition and Cycloaddition Reactions / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.3.1. Maleic Anhydride MCRs / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.3.2. MCRs of Itaconic Anhydrides / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.3.3. Diels[--]Alder Reactions / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.4. MCRs of Cyclic Anhydrides in Annulation Reactions and Related Processes / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.4.1. MCR-Based Annulations: Succinic and Phthalic Anhydrides / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.5. MCRs of Acyclic Anhydrides / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 13.6. Conclusions / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- References / Kevin S. Martin / Ashkaan Younai / Jared T. Shaw -- 14.1. Introduction / Yannick Landais / Virginie Liautard -- 14.2. MCRs Involving Addition Across Olefin C=C Bonds / Yannick Landais / Virginie Liautard -- 14.2.1. Addition of Aryl Radicals to Olefins / Yannick Landais / Virginie Liautard -- 14.2.2. MCRs Using Sulfonyl Derivatives as Terminal Trap / Yannick Landais / Virginie Liautard -- 14.2.3. Carboallylation of Electron-Poor Olefins / Yannick Landais / Virginie Liautard -- 14.2.4. Carbohydroxylation, Sulfenylation, and Phosphorylation of Olefins / Yannick Landais / Virginie Liautard -- 14.2.5. Radical Addition to Olefins Using Photoredox Catalysis / Yannick Landais / Virginie Liautard -- 14.2.6. MCRs Based on Radical[--]Polar Crossover Processes / Yannick Landais / Virginie Liautard -- 14.3. Free-Radical Carbonylation / Virginie Liautard / Yannick Landais -- 14.3.1. Alkyl Halide Carbonylation / Yannick Landais / Virginie Liautard -- 14.3.2. Metal-Mediated Atom-Transfer Radical Carbonylation / Virginie Liautard / Yannick Landais -- 14.3.3. Alkane Carbonylation / Virginie Liautard / Yannick Landais -- 14.3.4. Miscellaneous Carbonylation Reactions / Virginie Liautard / Yannick Landais -- 14.4. Free-Radical Oxygenation / Virginie Liautard / Yannick Landais -- 14.5. MCRs Involving Addition Across π-C=N Bonds / Yannick Landais / Virginie Liautard -- 14.5.1. Free-Radical Strecker Process / Virginie Liautard / Yannick Landais -- 14.5.2. Free-Radical Mannich-Type Processes / Yannick Landais / Virginie Liautard -- 14.6. Miscellaneous Free-Radical Multicomponent Reactions / Virginie Liautard / Yannick Landais -- 14.7. Conclusions / Virginie Liautard / Yannick Landais -- References / Virginie Liautard / Yannick Landais -- 15.1. Introduction / Xiang Wu / Liu-Zhu Gong -- 15.2. Mannich Reaction / Liu-Zhu Gong / Xiang Wu -- 15.3. Ugi-Type Reaction / Xiang Wu / Liu-Zhu Gong -- 15.4. Biginelli Reaction / Liu-Zhu Gong / Xiang Wu -- 15.5. Aza-Diels[--]Alder Reaction / Xiang Wu / Liu-Zhu Gong -- 15.6. 1,3-Dipolar Cycloaddition / Liu-Zhu Gong / Xiang Wu -- 15.7. Hantzsch Dihydropyridine Synthesis / Xiang Wu / Liu-Zhu Gong -- 15.8. Combination of Metal and Chiral Phosphoric Acid for Multicomponent Reaction / Liu-Zhu Gong / Xiang Wu -- 15.9. Other Phosphoric Acid-Catalyzed Multicomponent Reactions / Xiang Wu / Liu-Zhu Gong -- 15.10. Summary / Liu-Zhu Gong / Xiang Wu -- References / Xiang Wu / Liu-Zhu Gong |
|
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 |
|
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 |
| Summary |
Comprehensive and up-to-date, this book focuses on the latest advances in the field, such as newly developed techniques, more environmentally benign processes, broadened scopes, and completely novel MCRs. In addition to carbene-promoted MCRs and frequently applied metal-catalyzed MCRs, it also covers recently developed catalytic enantioselective variants as well as MCR in drug discovery and for the synthesis of heterocyclic molecules and macrocycles. Edited by the leading experts and with a list of authors reading like a ""who's who"" in multicomponent reaction chemistry, this is definitely a |
| Bibliography |
Includes bibliographical references and index |
| Subject |
Organic compounds -- Synthesis.
|
|
SCIENCE -- Chemistry -- Organic.
|
|
Organic compounds -- Synthesis
|
| Form |
Electronic book
|
| Author |
Zhu, Jieping.
|
|
Wang, Qian (Research scientist)
|
|
Wang, Mei-Xiang.
|
| ISBN |
9783527678174 |
|
3527678174 |
|
9783527678198 |
|
3527678190 |
|
9781322214368 |
|
1322214360 |
|
9783527332373 |
|
3527332375 |
|
9783527678181 |
|
3527678182 |
|
