Modern carbonylation methods:
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Format: | Buch |
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Sprache: | English |
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Weinheim
WILEY-VCH
2008
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Beschreibung: | XV, 367 S. graph. Darst. |
ISBN: | 9783527318964 3527318968 |
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245 | 1 | 0 | |a Modern carbonylation methods |c ed. by László Kollár |
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Contents
Préface XI
List of Contributors XIII
1 Bite Angle Effects of Diphosphines in Carbonylation Reactions 1
Piet W.N.M. van Leeuwen, Zoraida Freixa
1.1 Introduction 1
1.2 Rhodium-Catalyzed Hydroformylation 2
1.2.1 Introduction 2
1.2.2 Steric Bite Angle Effect and Regioselectivity 3
1.2.3 Electronic Bite Angle Effect and Activity 5
1.2.4 Isotope Effects [24] 7
1.3 Platinum-Catalyzed Alkene Hydroformylation 8
1.4 Palladium-Catalyzed CO/Ethene Copolymerization 9
1.4.1 Polyketone Formation 9
1.4.2 Chain Transfer Mechanisms (Initiation-Termination) 11
1.4.3 Methyl Propanoate Formation 14
1.4.4 Theoretical Support 15
1.5 Rhodium-Catalyzed Methanol Carbonylation: the Ligand-Modified
Monsanto Process 16
Références 20
2 Reactivity of Pincer Complexes Toward Carbon Monoxide 27
David Morales-Morales
2.1 Reactivity of CO with Pincer Complexes of the Group 10
(Ni, Pd, Pt) 27
2.1.1 Nickel 27
2.1.2 Palladium and Platinum 30
2.2 Reactivity of CO with Pincer Complexes of the Group 9
(Rh and Ir) 38
2.2.1 Rhodium 38
2.2.2 Iridium 46
Modem Carbonylation Methods. Edited by Lâszlô Kollâr
Copyright © 2008 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim
ISBN: 978-3-527-31896-4
2.3 Reactivity of CO with Pincer Complexes of the Group 8
(Fe, Ru, Os) 54
2.3.1 Iron 54
2.3.2 Ruthénium 57
2.3.3 Osmium 61
2.4 Final Remarks 62
2.5 Acknowledgements 62
Références 62
3 Enantioselective Carbonylation Reactions 65
Carmen Oaver, Cyril Godard, Aurora Ruiz, Oscar Pàmies,
Montserrat Diéguez
3.1 Introduction 65
3.2 Rhodium-Catalyzed Asymmetric Hydroformylation 65
3.2.1 Introduction 65
3.2.2 Catalytic Cycle and Mechanistic Highlights 66
3.2.3 Diphosphite ligands 68
3.2.4 Phosphite-Phosphine Ligands 73
3.2.5 Other Ligands 77
3.3 Pd-catalyzed Asymmetric Hydroxy- and Alkoxycarbonylation
Reactions 79
3.3.1 Introduction 79
3.3.2 Mechanism 80
3.3.3 Bidentate Diphosphines 81
3.3.4 Ferrocenyldiphosphines 83
3.3.5 Hemilabile P-N Ligands 84
3.3.6 Monodentate Ligands 85
3.3.7 Asymmetric Bis-Alkoxycarbonylation of Alkenes 86
3.4 Conclusion 88
Références 89
4 Microwave-Promoted Carbonylations 93
Johan Wannberg, Mats Larhed
4.1 Introduction 93
4.2 Microwave Heating in Organic Chemistry 94
4.3 Microwave-Promoted Carbonylations 95
4.3.1 Microwave-Promoted Carbonylations Using Mo(CO)6 as a Source
of Carbon Monoxide 95
4.3.2 Microwave-Promoted Carbonylations Using Co2(CO)g as a
Reaction Mediator 108
4.3.3 Microwave-Promoted Carbonylations Using the Solvent as a Source
of Carbon Monoxide 109
4.3.4 Microwave-Promoted Carbonylations Using Reaction Vessels
Prepressurized with Carbon Monoxide 110
4.4 Condusion 111
References 112
5 Recent Advances in Two-Phase Carbonylation 115
DetlefSehnt
5.1 Introduction 115
5.2 Carbonylation Reactions 116
5.2.1 Hydroformylation 116
5.2.2 Hydroaminomethylation 125
5.2.3 Hydroesterification (hydroalkoxycarbonylation) and
Related Reactions 126
5.2.4 Amidocarbonylation and Cyclocarbonylation 128
5.3 Methodology and Stability ofCatalysts 130
5.4 Innovative Concepts for Catalyst Separation in Biphasic
Homogeneous Catalysis 131
References 132
6 Catalytic Carbonylations in lonic Liquids 135
Crestina S. Consorti,Jairton Dupont
6.1 Introduction 135
6.2 Brief History 136
6.3 Hydroformylation 138
6.3.1 Classical Rh and Pt Phosphines Catalyst Precursors 138
6.3.2 lonic Liquids, Catalyst Recyde, Selectivity, and Product Separation 140
6.3.3 Pt-Sn and Ru Catalyst Precursors 145
6.4 Aryl Halides and Akohols 146
6.5 Carbonylation of Amines 150
6.6 Carbonylation of C=C and C = C bonds (Hydroesterification and
Aminocarbonylation, Pauson-Khand, and Copolymerization) 152
6.7 Via C-H Bond Activation 154
6.8 Stoichiometric Reactions and Mechanism 154
6.9 Conclusions and Perspectives 155
References 156
7 Carbonylation of Alkenes and Dienes 161
Tamäs Kägl
7.1 Hydroformylation of Alkenes and Dienes 162
7.1.1 Cobalt Catalysts 162
7.1.2 Rhodium Catalysts 163
7.1.3 Ruthenium Catalysts 173
7.1.4 Platinum-Tin Catalysts 174
7.1.5 Palladium Catalysts 175
7.1.6 Iridium Catalysts 176
7.1.7 Bimetallic Catalysts 176
7.1.8 Supported Complexes 177
7.1.9 Biphasic Systems 178
7.1.10 Hydroformylation in Supercritical Fluids 181
7.2 Hydrocarboxylation 185
7.3 Hydroalkoxycarbonylation 186
7.4 Tandem Carbonylation Reactions 188
References 192
8 Carbonylation of Diazoalkanes 199
Neszta Ungyäri, Ferenc Ungväry
8.1 Reactions of Diazoalkanes with Carbon Monoxide in the
Absence of Transition Metal Complexes 200
8.2 Reactions of Diazoalkanes with Carbon Monoxide in the
Presence of Transition Metal Complexes 203
8.2.1 Titanium and Zirconium 204
8.2.2 Chromium, Molybdenum, and Tungsten 204
8.2.3 Manganese 206
8.2.4 Iron, Ruthenium, and Osmium 207
8.2.5 Cobalt, Rhodium, and Iridium 208
8.2.6 Nickel, Platinum 215
8.2.7 Thorium 215
8.3 Concluding Remarks 216
References 216
9 Carbonylation of Enolizable Ketones (Enol Triflates)
and lodoalkenes 223
Antonio Arcadi
9.1 Introduction 223
9.2 Reactions of a,ß-Unsaturated Acylpalladium Complexes
with Nudeophiles 224
9.2.1 Introduction 224
9.2.2 Alkoxy- and Aminocarbonylation of Enol Triflates and lodoalkenes 224
9.2.3 Double Carbonylation Reactions 225
9.2.4 Ammonia Equivalent for the Palladium-Catalyzed Preparation of
N-Unsubstituted oc,ß-Unsaturated Amides 226
9.2.5 Dipeptide Isosteres via Carbonylation of Enol Triflates 227
9.2.6 Carbonylation Reactions of Enol Triflates and lodoalkenes
with Bidentate Nucleophile 228
9.2.7 Chemoselective Carbonylation Reactions of Enol Triflates
and lodoalkenes 230
9.2.8 Heterocydization Reactions Through Intramolecular Carbonylative
Lactonization and Lactamization 230
9.2.9 Carbon Monoxide Free Aminocarbonylation of lodoalkenes 231
9.2.10 Hydroxycarbonylation of Enol Triflates and lodoalkenes 232
9.2.11 Palladium-Catalyzed Formylation of Enol Triflates and lodoalkenes 234
9.2.12 Trapping of a,ß-Unsaturated Acylpalladium with Active
C-H Compounds 235
9.2.13 Sequential Carbopalladation/Carbonylation Reactions of Enol
Triflates and Iodoalkenes 235
9.3 Reactions of oc,ß-Unsaturated Acylpalladium Complexes with
Organometals and Related Carbon Nucleophiles 236
9.3.1 Introduction 236
9.3.2 Synthesis of Divinyl Ketones 236
9.3.3 Synthesis ofot.ß-Alkynyl Ketones 239
9.4 Reactions of ot,ß-Unsaturated Acylpalladium Complexes
with rc-Bond Systems 239
9.4.1 Introduction 239
9.4.2 Intramolecular Acylpalladium Reactions with Alkenes, Alkynes,
and Related Unsaturated Compounds 240
9.4.3 Intermolecular Acylpalladium Reactions with Alkynes Bearing
Proximate Nucleophiles 241
9.5 Concluding Remarks 242
References 244
10 Recent Developments in Alkyne Carbonylation 251
Simon Doherty, Julian C. Knight, Catherine H. Smyth
10.1 Introduction 251
10.2 Hydrochalcogenocarbonylation and Dichalcogenocarbonylations 252
10.2.1 Terminal Alkynes 252
10.2.2 Propargyl Alcohols and Their Derivatives 255
10.2.3 Thiocarbamoylation of Terminal Alkynes 257
10.3 Nonoxidative Hydroxy- and Alkoxycarbonylation of Alkynes 259
10.3.1 Terminal Alkynes 259
10.3.2 Propargyl Alcohols 266
10.3.3 Propargyl Halides 267
10.3.4 Carbonylation of a-Ketoalkynes 268
10.3.5 Carbonylation of Internal Alkynes 269
10.3.6 Cyclocarbonylation of Alkynols 272
10.4 Aminocarbonylation of Terminal Alkynes 274
10.5 Oxidative Carbonylations 276
10.5.1 Oxidative Hydroxy-, Alkoxy-, and Aminocarbonylation
of Terminal Alkynes 276
10.5.2 Oxidative Di- and Tricarbonylation 279
10.5.3 Oxidative Alkoxy- and Aminocarbonylation of Propargyl
Alcohols, Amines and Acetates, Ynols, and Ynones 281
10.6 Carbonylative Annulation of Alkynes 284
10.6.1 Intermolecular Carbonylative Annulation of Internal Alkynes 284
10.6.2 Intramolecular Carbonylative Annulation of Internal Alkynes 285
10.7 Summary and Outlook 286
References 287
11 Carbonylation of Allenes 291
Akihiro Nomoto, Akiya Ogawa
11.1 Anti-Addition Process 291
11.2 Vinylidenyl 7i-Allyl Metal Formation Process 292
11.3 Hydrometalation or Heteroatom-Metalation Process 293
11.4 Carbometalation Process 296
References 299
12 Homogeneous Carbonylation Reactions in the Synthesis of Compounds
of Pharmaceutical Importance 301
Rita Skoda-Földes
12.1 Introduction 301
12.2 Carbonylation ofAlkenes (orAlkynes) 301
12.2.1 Hydroformylation 302
12.2.2 Hydrocarboxylation 306
12.2.3 Hydroesterifkation (Alkoxycarbonylation) 307
12.3 Carbonylation ofAlcohols and Amines 309
12.3.1 Hydrocarboxylation of Alcohols 309
12.3.2 Alkoxycarbonylation ofAlcohols 310
12.3.3 Oxidative Carbonylation of Amines 310
12.3.4 Carbonylation of Aziridines 310
12.4 Carbonylation of Alkenyl/Aryl Halides or Triflates 311
12.4.1 Hydroxycarbonylation 311
12.4.2 Alkoxycarbonylation 312
12.4.3 Aminocarbonylation 315
12.4.4 Carbonylative Coupling Reactions 315
12.5 Concluding Remarks 316
References 317
13 Palladium-Assisted Synthesis of Heterocydes via
Carbonylation Reactions 321
Elisabetta Rossi
13.1 Introduction 321
13.2 Carbonylative Reactions Involving Oxidative Addition of Pd(O)
to Csp2-X Bond 321
13.2.1 Carbonylative Cydizations Involving Heteronucleophilic Attack
on an Acylpalladium Intermediate 322
13.2.2 Carbonylative Cyclization Involving Activation/Hetero or
Carbopalladation Steps with Unsaturated Carbon-Carbon Bonds 332
13.2.3 Cascade Reactions 341
13.3 Carbonylative Reactions Involving Palladium(II) Salts 344
References 355
Index 363
I |
adam_txt |
Contents
Préface XI
List of Contributors XIII
1 Bite Angle Effects of Diphosphines in Carbonylation Reactions 1
Piet W.N.M. van Leeuwen, Zoraida Freixa
1.1 Introduction 1
1.2 Rhodium-Catalyzed Hydroformylation 2
1.2.1 Introduction 2
1.2.2 Steric Bite Angle Effect and Regioselectivity 3
1.2.3 Electronic Bite Angle Effect and Activity 5
1.2.4 Isotope Effects [24] 7
1.3 Platinum-Catalyzed Alkene Hydroformylation 8
1.4 Palladium-Catalyzed CO/Ethene Copolymerization 9
1.4.1 Polyketone Formation 9
1.4.2 Chain Transfer Mechanisms (Initiation-Termination) 11
1.4.3 Methyl Propanoate Formation 14
1.4.4 Theoretical Support 15
1.5 Rhodium-Catalyzed Methanol Carbonylation: the Ligand-Modified
Monsanto Process 16
Références 20
2 Reactivity of Pincer Complexes Toward Carbon Monoxide 27
David Morales-Morales
2.1 Reactivity of CO with Pincer Complexes of the Group 10
(Ni, Pd, Pt) 27
2.1.1 Nickel 27
2.1.2 Palladium and Platinum 30
2.2 Reactivity of CO with Pincer Complexes of the Group 9
(Rh and Ir) 38
2.2.1 Rhodium 38
2.2.2 Iridium 46
Modem Carbonylation Methods. Edited by Lâszlô Kollâr
Copyright © 2008 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim
ISBN: 978-3-527-31896-4
2.3 Reactivity of CO with Pincer Complexes of the Group 8
(Fe, Ru, Os) 54
2.3.1 Iron 54
2.3.2 Ruthénium 57
2.3.3 Osmium 61
2.4 Final Remarks 62
2.5 Acknowledgements 62
Références 62
3 Enantioselective Carbonylation Reactions 65
Carmen Oaver, Cyril Godard, Aurora Ruiz, Oscar Pàmies,
Montserrat Diéguez
3.1 Introduction 65
3.2 Rhodium-Catalyzed Asymmetric Hydroformylation 65
3.2.1 Introduction 65
3.2.2 Catalytic Cycle and Mechanistic Highlights 66
3.2.3 Diphosphite ligands 68
3.2.4 Phosphite-Phosphine Ligands 73
3.2.5 Other Ligands 77
3.3 Pd-catalyzed Asymmetric Hydroxy- and Alkoxycarbonylation
Reactions 79
3.3.1 Introduction 79
3.3.2 Mechanism 80
3.3.3 Bidentate Diphosphines 81
3.3.4 Ferrocenyldiphosphines 83
3.3.5 Hemilabile P-N Ligands 84
3.3.6 Monodentate Ligands 85
3.3.7 Asymmetric Bis-Alkoxycarbonylation of Alkenes 86
3.4 Conclusion 88
Références 89
4 Microwave-Promoted Carbonylations 93
Johan Wannberg, Mats Larhed
4.1 Introduction 93
4.2 Microwave Heating in Organic Chemistry 94
4.3 Microwave-Promoted Carbonylations 95
4.3.1 Microwave-Promoted Carbonylations Using Mo(CO)6 as a Source
of Carbon Monoxide 95
4.3.2 Microwave-Promoted Carbonylations Using Co2(CO)g as a
Reaction Mediator 108
4.3.3 Microwave-Promoted Carbonylations Using the Solvent as a Source
of Carbon Monoxide 109
4.3.4 Microwave-Promoted Carbonylations Using Reaction Vessels
Prepressurized with Carbon Monoxide 110
4.4 Condusion 111
References 112
5 Recent Advances in Two-Phase Carbonylation 115
DetlefSehnt
5.1 Introduction 115
5.2 Carbonylation Reactions 116
5.2.1 Hydroformylation 116
5.2.2 Hydroaminomethylation 125
5.2.3 Hydroesterification (hydroalkoxycarbonylation) and
Related Reactions 126
5.2.4 Amidocarbonylation and Cyclocarbonylation 128
5.3 Methodology and Stability ofCatalysts 130
5.4 Innovative Concepts for Catalyst Separation in Biphasic
Homogeneous Catalysis 131
References 132
6 Catalytic Carbonylations in lonic Liquids 135
Crestina S. Consorti,Jairton Dupont
6.1 Introduction 135
6.2 Brief History 136
6.3 Hydroformylation 138
6.3.1 Classical Rh and Pt Phosphines Catalyst Precursors 138
6.3.2 lonic Liquids, Catalyst Recyde, Selectivity, and Product Separation 140
6.3.3 Pt-Sn and Ru Catalyst Precursors 145
6.4 Aryl Halides and Akohols 146
6.5 Carbonylation of Amines 150
6.6 Carbonylation of C=C and C = C bonds (Hydroesterification and
Aminocarbonylation, Pauson-Khand, and Copolymerization) 152
6.7 Via C-H Bond Activation 154
6.8 Stoichiometric Reactions and Mechanism 154
6.9 Conclusions and Perspectives 155
References 156
7 Carbonylation of Alkenes and Dienes 161
Tamäs Kägl
7.1 Hydroformylation of Alkenes and Dienes 162
7.1.1 Cobalt Catalysts 162
7.1.2 Rhodium Catalysts 163
7.1.3 Ruthenium Catalysts 173
7.1.4 Platinum-Tin Catalysts 174
7.1.5 Palladium Catalysts 175
7.1.6 Iridium Catalysts 176
7.1.7 Bimetallic Catalysts 176
7.1.8 Supported Complexes 177
7.1.9 Biphasic Systems 178
7.1.10 Hydroformylation in Supercritical Fluids 181
7.2 Hydrocarboxylation 185
7.3 Hydroalkoxycarbonylation 186
7.4 Tandem Carbonylation Reactions 188
References 192
8 Carbonylation of Diazoalkanes 199
Neszta Ungyäri, Ferenc Ungväry
8.1 Reactions of Diazoalkanes with Carbon Monoxide in the
Absence of Transition Metal Complexes 200
8.2 Reactions of Diazoalkanes with Carbon Monoxide in the
Presence of Transition Metal Complexes 203
8.2.1 Titanium and Zirconium 204
8.2.2 Chromium, Molybdenum, and Tungsten 204
8.2.3 Manganese 206
8.2.4 Iron, Ruthenium, and Osmium 207
8.2.5 Cobalt, Rhodium, and Iridium 208
8.2.6 Nickel, Platinum 215
8.2.7 Thorium 215
8.3 Concluding Remarks 216
References 216
9 Carbonylation of Enolizable Ketones (Enol Triflates)
and lodoalkenes 223
Antonio Arcadi
9.1 Introduction 223
9.2 Reactions of a,ß-Unsaturated Acylpalladium Complexes
with Nudeophiles 224
9.2.1 Introduction 224
9.2.2 Alkoxy- and Aminocarbonylation of Enol Triflates and lodoalkenes 224
9.2.3 Double Carbonylation Reactions 225
9.2.4 Ammonia Equivalent for the Palladium-Catalyzed Preparation of
N-Unsubstituted oc,ß-Unsaturated Amides 226
9.2.5 Dipeptide Isosteres via Carbonylation of Enol Triflates 227
9.2.6 Carbonylation Reactions of Enol Triflates and lodoalkenes
with Bidentate Nucleophile 228
9.2.7 Chemoselective Carbonylation Reactions of Enol Triflates
and lodoalkenes 230
9.2.8 Heterocydization Reactions Through Intramolecular Carbonylative
Lactonization and Lactamization 230
9.2.9 Carbon Monoxide Free Aminocarbonylation of lodoalkenes 231
9.2.10 Hydroxycarbonylation of Enol Triflates and lodoalkenes 232
9.2.11 Palladium-Catalyzed Formylation of Enol Triflates and lodoalkenes 234
9.2.12 Trapping of a,ß-Unsaturated Acylpalladium with Active
C-H Compounds 235
9.2.13 Sequential Carbopalladation/Carbonylation Reactions of Enol
Triflates and Iodoalkenes 235
9.3 Reactions of oc,ß-Unsaturated Acylpalladium Complexes with
Organometals and Related Carbon Nucleophiles 236
9.3.1 Introduction 236
9.3.2 Synthesis of Divinyl Ketones 236
9.3.3 Synthesis ofot.ß-Alkynyl Ketones 239
9.4 Reactions of ot,ß-Unsaturated Acylpalladium Complexes
with rc-Bond Systems 239
9.4.1 Introduction 239
9.4.2 Intramolecular Acylpalladium Reactions with Alkenes, Alkynes,
and Related Unsaturated Compounds 240
9.4.3 Intermolecular Acylpalladium Reactions with Alkynes Bearing
Proximate Nucleophiles 241
9.5 Concluding Remarks 242
References 244
10 Recent Developments in Alkyne Carbonylation 251
Simon Doherty, Julian C. Knight, Catherine H. Smyth
10.1 Introduction 251
10.2 Hydrochalcogenocarbonylation and Dichalcogenocarbonylations 252
10.2.1 Terminal Alkynes 252
10.2.2 Propargyl Alcohols and Their Derivatives 255
10.2.3 Thiocarbamoylation of Terminal Alkynes 257
10.3 Nonoxidative Hydroxy- and Alkoxycarbonylation of Alkynes 259
10.3.1 Terminal Alkynes 259
10.3.2 Propargyl Alcohols 266
10.3.3 Propargyl Halides 267
10.3.4 Carbonylation of a-Ketoalkynes 268
10.3.5 Carbonylation of Internal Alkynes 269
10.3.6 Cyclocarbonylation of Alkynols 272
10.4 Aminocarbonylation of Terminal Alkynes 274
10.5 Oxidative Carbonylations 276
10.5.1 Oxidative Hydroxy-, Alkoxy-, and Aminocarbonylation
of Terminal Alkynes 276
10.5.2 Oxidative Di- and Tricarbonylation 279
10.5.3 Oxidative Alkoxy- and Aminocarbonylation of Propargyl
Alcohols, Amines and Acetates, Ynols, and Ynones 281
10.6 Carbonylative Annulation of Alkynes 284
10.6.1 Intermolecular Carbonylative Annulation of Internal Alkynes 284
10.6.2 Intramolecular Carbonylative Annulation of Internal Alkynes 285
10.7 Summary and Outlook 286
References 287
11 Carbonylation of Allenes 291
Akihiro Nomoto, Akiya Ogawa
11.1 Anti-Addition Process 291
11.2 Vinylidenyl 7i-Allyl Metal Formation Process 292
11.3 Hydrometalation or Heteroatom-Metalation Process 293
11.4 Carbometalation Process 296
References 299
12 Homogeneous Carbonylation Reactions in the Synthesis of Compounds
of Pharmaceutical Importance 301
Rita Skoda-Földes
12.1 Introduction 301
12.2 Carbonylation ofAlkenes (orAlkynes) 301
12.2.1 Hydroformylation 302
12.2.2 Hydrocarboxylation 306
12.2.3 Hydroesterifkation (Alkoxycarbonylation) 307
12.3 Carbonylation ofAlcohols and Amines 309
12.3.1 Hydrocarboxylation of Alcohols 309
12.3.2 Alkoxycarbonylation ofAlcohols 310
12.3.3 Oxidative Carbonylation of Amines 310
12.3.4 Carbonylation of Aziridines 310
12.4 Carbonylation of Alkenyl/Aryl Halides or Triflates 311
12.4.1 Hydroxycarbonylation 311
12.4.2 Alkoxycarbonylation 312
12.4.3 Aminocarbonylation 315
12.4.4 Carbonylative Coupling Reactions 315
12.5 Concluding Remarks 316
References 317
13 Palladium-Assisted Synthesis of Heterocydes via
Carbonylation Reactions 321
Elisabetta Rossi
13.1 Introduction 321
13.2 Carbonylative Reactions Involving Oxidative Addition of Pd(O)
to Csp2-X Bond 321
13.2.1 Carbonylative Cydizations Involving Heteronucleophilic Attack
on an Acylpalladium Intermediate 322
13.2.2 Carbonylative Cyclization Involving Activation/Hetero or
Carbopalladation Steps with Unsaturated Carbon-Carbon Bonds 332
13.2.3 Cascade Reactions 341
13.3 Carbonylative Reactions Involving Palladium(II) Salts 344
References 355
Index 363
I |
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id | DE-604.BV023127827 |
illustrated | Illustrated |
index_date | 2024-07-02T19:54:08Z |
indexdate | 2024-07-20T09:32:35Z |
institution | BVB |
isbn | 9783527318964 3527318968 |
language | English |
oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-016330213 |
oclc_num | 182664238 |
open_access_boolean | |
owner | DE-91G DE-BY-TUM DE-703 DE-11 |
owner_facet | DE-91G DE-BY-TUM DE-703 DE-11 |
physical | XV, 367 S. graph. Darst. |
publishDate | 2008 |
publishDateSearch | 2008 |
publishDateSort | 2008 |
publisher | WILEY-VCH |
record_format | marc |
spelling | Modern carbonylation methods ed. by László Kollár Weinheim WILEY-VCH 2008 XV, 367 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Carbonyl compounds Synthesis Carbonylierung (DE-588)4147316-4 gnd rswk-swf Carbonylierung (DE-588)4147316-4 s DE-604 Kollár, László Sonstige oth text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3008910&prov=M&dok_var=1&dok_ext=htm Inhaltstext HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016330213&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
spellingShingle | Modern carbonylation methods Carbonyl compounds Synthesis Carbonylierung (DE-588)4147316-4 gnd |
subject_GND | (DE-588)4147316-4 |
title | Modern carbonylation methods |
title_auth | Modern carbonylation methods |
title_exact_search | Modern carbonylation methods |
title_exact_search_txtP | Modern carbonylation methods |
title_full | Modern carbonylation methods ed. by László Kollár |
title_fullStr | Modern carbonylation methods ed. by László Kollár |
title_full_unstemmed | Modern carbonylation methods ed. by László Kollár |
title_short | Modern carbonylation methods |
title_sort | modern carbonylation methods |
topic | Carbonyl compounds Synthesis Carbonylierung (DE-588)4147316-4 gnd |
topic_facet | Carbonyl compounds Synthesis Carbonylierung |
url | http://deposit.dnb.de/cgi-bin/dokserv?id=3008910&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=016330213&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
work_keys_str_mv | AT kollarlaszlo moderncarbonylationmethods |