Details

Autor(en) / Beteiligte

• Wu, Xiao-Feng,

Titel

Transition metal-catalyzed heterocycle synthesis via C-H activation

Auflage

1st ed

Ort / Verlag

Weinheim, Germany : Wiley-VCH Verlag,

Erscheinungsjahr

2016

Beschreibungen/Notizen

• Description based upon print version of record.
• Includes bibliographical references at the end of each chapters and index.
• Cover -- Title Page -- Copyright -- Dedication -- Contents -- List of Contributors -- Foreword 1 -- Foreword 2 -- Preface -- Chapter 1 Computational Studies of Heteroatom-Assisted C-H Activation at Ru, Rh, Ir, and Pd as a Basis for Heterocycle Synthesis and Derivatization -- 1.1 Introduction -- 1.2 Palladium -- 1.2.1 Intramolecular Heteroatom-Assisted C-H Activation -- 1.2.1.1 Early Computational Studies -- 1.2.1.2 The Role of the Base, Solvent, and Additives on Pd-Mediated Intramolecular C-H Activation -- 1.2.1.3 Intramolecular C-H Activation of Heterocyclic Substrates -- 1.2.2 Intermolecular C-H Activation -- 1.2.2.1 Early Computational Studies -- 1.2.2.2 Direct Functionalization via C-H Activation of Heterocyclic Substrates -- 1.3 Ruthenium, Rhodium, and Iridium -- 1.3.1 Intramolecular Heteroatom-Assisted C-H Activation -- 1.3.2 Intermolecular C-H Activation -- 1.3.3 C-H Activation and Functionalization -- 1.3.3.1 Heterocycle Formation with Internal Oxidants -- 1.3.3.2 Heterocycle Formation without Internal Oxidants -- 1.3.4 Alkenylation and Amination -- 1.4 Conclusions -- Acknowledgments -- References -- Chapter 2 Pd-Catalyzed Synthesis of Nitrogen-Containing Heterocycles -- 2.1 Introduction -- 2.2 General Consideration on Palladium Chemistry -- 2.3 Heterocycle Synthesis via C(sp3)-H Activation -- 2.3.1 Heterocycle Synthesis via Activated C(sp3)-H Bonds -- 2.3.2 Heterocycle Synthesis via Unactivated C(sp3)-H Bonds -- 2.4 Heterocycles via C(sp2)-H Activation -- 2.5 Conclusions -- References -- Chapter 3 Pd-Catalyzed Synthesis of Oxygen-Containing Heterocycles -- 3.1 Introduction -- 3.2 Palladium-Catalyzed C-H Activation/C-C Formation to Construct Oxacycles -- 3.2.1 Palladium-Catalyzed C-H Bond Arylation -- 3.2.2 Palladium-Catalyzed C-H Olefination -- 3.2.3 Palladium-Catalyzed C-H Alkylation.
• 3.2.4 Palladium-Catalyzed C-H Carbonylation and Carboxylation -- 3.3 Palladium-Catalyzed C-H Activation/C-O Formation to Construct Oxacycles -- 3.3.1 Palladium-Catalyzed C-O Bond Formation via C(sp2)-H Activation -- 3.3.2 Palladium-Catalyzed C-O Bond Formation via Allylic C-H Activation -- 3.4 Conclusions -- References -- Chapter 4 Pd-Catalyzed Synthesis of Other Heteroatom-Containing Heterocycles -- 4.1 Introduction -- 4.2 Sulfur-Containing Heterocycles -- 4.2.1 Benzo[b]thiophenes -- 4.2.2 Benzothiazoles -- 4.2.3 Sultones -- 4.2.4 Sultams -- 4.3 Phosphorus-Containing Heterocycles -- 4.3.1 P-C Heterocycles (Dibenzophosphole Oxides) -- 4.3.2 O-P=O Heterocycles -- 4.3.3 P-N Heterocycles -- 4.4 Silicon-Containing Heterocycles -- 4.4.1 Benzosiloles -- 4.4.2 Oxasiline and Azasiline -- 4.5 Summary and Conclusions -- References -- Chapter 5 Rh-Catalyzed Synthesis of Nitrogen-Containing Heterocycles -- 5.1 Introduction -- 5.2 Synthesis of Five-Membered Nitrogen Heterocycles -- 5.2.1 Synthesis of Indoles -- 5.2.2 Synthesis of Isoindolines -- 5.2.3 Synthesis of Unprotected Indoles -- 5.2.4 Synthesis of Indolines -- 5.2.5 Synthesis of Indazoles -- 5.2.6 Synthesis of Isoxazoles -- 5.2.7 Synthesis of Pyrroles -- 5.2.8 Synthesis of Isoindolin-1-ones -- 5.2.9 Synthesis of 3-Hydroxyisoindolin-1-ones -- 5.2.10 Synthesis of 3-(Imino)isoindolinones -- 5.2.11 Synthesis of Dihydrocarbazoles -- 5.2.12 Synthesis of Sultams -- 5.2.13 Synthesis of Phthalimides -- 5.3 Synthesis of Six-Membered Nitrogen Heterocycles -- 5.3.1 Synthesis of Isoquinolines by Rh(I) Catalysis -- 5.3.2 Synthesis of Isoquinolines by Rh(III) Catalysis -- 5.3.3 Synthesis of 1-Aminoisoquinolines -- 5.3.4 Synthesis of Isoquinolones and Related Derivatives -- 5.3.5 Synthesis of Phenanthridinones -- 5.3.6 Synthesis of Quinolines -- 5.3.7 Synthesis of Naphthyridines -- 5.3.8 Synthesis of Phthalazines.
• 5.3.9 Synthesis of Acridines and Phenazines -- 5.3.10 Synthesis of Cinnolines -- 5.3.11 Synthesis of Isoquinolinones and Cinnolinones -- 5.3.12 Synthesis of Dihydropyridines -- 5.3.13 Synthesis of Pyridines -- 5.3.14 Synthesis of Pyridones -- 5.3.15 Synthesis of Pyrimidinones -- 5.4 Synthesis of Quaternary Ammonium Salts -- 5.4.1 Synthesis of Isoquinolinium Salts -- 5.4.2 Synthesis of Quinolizinium and Pyridinium Salts -- 5.4.3 Synthesis of Cinnolinium Salts -- 5.4.4 Synthesis of Isoquinoline N-Oxides and Pyridine N-Oxides -- 5.5 Synthesis of Seven-Membered Nitrogen Heterocycles -- 5.5.1 Synthesis of Azepinones -- 5.5.2 Synthesis of 1,2-Oxazepines -- 5.6 Summary and Conclusions -- References -- Chapter 6 Rh-Catalyzed Synthesis of Oxygen-Containing Heterocycles -- 6.1 Introduction -- 6.2 Synthesis of Five-Membered Oxygen-Containing Heterocycles -- 6.2.1 Intermolecular Annulation -- 6.2.1.1 Phthalides -- 6.2.1.2 Furans -- 6.2.1.3 Other Five-Membered Oxygen-Containing Heterocycles -- 6.2.2 Intramolecular Cyclization -- 6.2.2.1 Dihydrobenzofurans -- 6.2.2.2 Dibenzofuran -- 6.3 Synthesis of Six-Membered Oxygen-Containing Heterocycles -- 6.3.1 Intermolecular Annulation -- 6.3.1.1 Chromenes -- 6.3.1.2 Chromones -- 6.3.1.3 Coumarin -- 6.3.1.4 Other Six-Membered Oxygen-Containing Heterocycles -- 6.3.2 Intramolecular Cyclization -- 6.4 Synthesis of Seven-, Eight-, and Nine-Membered Oxygen-Containing Heterocycles -- 6.4.1 Intermolecular Annulation -- 6.4.2 Intramolecular Cyclization -- 6.5 Summary and Conclusions -- References -- Chapter 7 Ruthenium-Catalyzed Synthesis of Heterocycles via C-H Bond Activation -- 7.1 Introduction -- 7.2 Ruthenium-Catalyzed Heterocycle Synthesis via Intramolecular C-C Bond Formation Based on C-H Bond Activation -- 7.3 Ruthenium-Catalyzed Heterocycle Synthesis via Intramolecular C-N Bond Formation Based on C-H Bond Activation.
• 7.4 Ruthenium-Catalyzed Heterocycle Synthesis via Intermolecular C-C/C-O Bond Formation Based on C-H Bond Activation -- 7.4.1 Cyclization with Alkynes -- 7.4.2 Cyclization with Alkenes -- 7.4.3 Cyclization with Carbon Monoxide -- 7.4.4 Cyclization with 1,2-Diol -- 7.5 Ruthenium-Catalyzed Heterocycle Synthesis via Intermolecular C-C/C-N Bond Formation Based on C-H Bond Activation -- 7.5.1 Cyclization with Alkynes -- 7.5.2 Cyclization with Alkenes -- 7.5.3 Cyclization with Carbon Monoxide -- 7.5.4 Cyclization with Isocyanate -- 7.6 Summary and Conclusions -- References -- Chapter 8 Cu-Catalyzed Heterocycle Synthesis -- 8.1 Introduction -- 8.2 Four-Membered-Ring Formation -- 8.3 Five-Membered-Ring Formation -- 8.3.1 Copper-Catalyzed Synthesis of Pyrroles -- 8.3.2 Copper-Catalyzed Synthesis of Pyrrolidines -- 8.3.3 Copper-Catalyzed Synthesis of Indoles -- 8.3.4 Copper-Catalyzed Synthesis of Indolines -- 8.3.5 Copper-Catalyzed Synthesis of Oxindoles -- 8.3.6 Copper-Catalyzed Synthesis of Indole-2,3-dione (Isatins) -- 8.3.7 Copper-Catalyzed Synthesis of Indolizines -- 8.3.8 Copper-Catalyzed Synthesis of Carbazoles -- 8.3.9 Copper-Catalyzed Synthesis of Imidazoles -- 8.3.10 Copper-Catalyzed Synthesis of Benzimidazoles -- 8.3.11 Copper-Catalyzed Synthesis of Imidazopyridines -- 8.3.12 Copper-Catalyzed Synthesis of Pyrazoles and Indazoles -- 8.3.13 Copper-Catalyzed Synthesis of Oxazoles -- 8.3.14 Copper-Catalyzed Synthesis of Benzoxazoles -- 8.3.15 Copper-Catalyzed Synthesis of 1,2,3-Triazoles -- 8.3.16 Copper-Catalyzed Synthesis of 1,2,3-Tetrazoles -- 8.3.17 Copper-Catalyzed Synthesis of Furans -- 8.4 Six-Membered-Ring Formation -- 8.4.1 Copper-Catalyzed Synthesis of Pyridines -- 8.4.2 Copper-Catalyzed Synthesis of Quinolines -- 8.4.3 Copper-Catalyzed Synthesis of Isoquinolines -- 8.4.4 Copper-Catalyzed Synthesis of Quinolinones.
• 8.4.5 Copper-Catalyzed Synthesis of Acridones -- 8.4.6 Copper-Catalyzed Synthesis of Phenanthridine -- 8.4.7 Copper-Catalyzed Synthesis of Quinazoline and Quinazolinones -- 8.4.8 Copper-Catalyzed Synthesis of Cinnolines -- 8.4.9 Copper-Catalyzed Synthesis of Pyrimidinone -- 8.4.10 Copper-Catalyzed Synthesis of 1,4-Dihydropyrazine Derivatives -- 8.4.11 Copper-Catalyzed Synthesis of 1,3-Oxazines -- 8.4.12 Copper-Catalyzed Synthesis of Oxazinone Derivatives -- 8.4.13 Copper-Catalyzed Synthesis of Chroman Derivatives -- 8.4.14 Copper-Catalyzed Synthesis of Benzolactone Derivatives -- 8.4.15 Copper-Catalyzed Synthesis of Coumarin Derivatives -- 8.4.16 Copper-Catalyzed Synthesis of Xanthone Derivatives -- 8.4.17 Copper-Catalyzed Synthesis of N,S-Heterocycles -- 8.5 Summary -- References -- Chapter 9 Fe- and Ag-Catalyzed Synthesis of Heterocycles -- 9.1 Introduction -- 9.2 Iron-Catalyzed Synthesis of Heterocycles -- 9.2.1 Iron-Catalyzed Synthesis of Nitrogen-Containing Heterocycles -- 9.2.2 Iron-Catalyzed Synthesis of Oxygen-Containing Heterocycles -- 9.3 Silver-Catalyzed Synthesis of Heterocycles -- 9.3.1 Silver-Catalyzed Synthesis of Nitrogen-Containing Heterocycles -- 9.3.2 Silver-Catalyzed Synthesis of Oxygen- or Phosphorus-Containing Heterocycles -- 9.4 Conclusion and Outlook -- References -- Chapter 10 Heterocycles Synthesis via Co-Catalyzed C-H Bond Functionalization -- 10.1 Introduction -- 10.2 Heterocycle Synthesis via Low-Valent Cobalt-Catalyzed C-H Activation -- 10.3 Heterocycle Synthesis via High-Valent Cobalt-Catalyzed C-H Activation -- 10.4 Heterocycle Synthesis via C-H Functionalization under Co(II)-Based Metalloradical Catalysis -- 10.5 Summary and Conclusions -- References -- Chapter 11 Ir-Catalyzed Heterocycles Synthesis -- 11.1 Introduction -- 11.2 Ir-Catalyzed Heterocyclization by ortho-Aryl C-H Activation.
• 11.2.1 Ir-Catalyzed [3+2] Cyclization of Ketimines with 1,3-Dienes/Alkynes.
• Description based on online resource; title from PDF title page (ebrary, viewed February 17, 2016).