Multi-component Reactions in Molecular Diversity

Chapter 1. Organometallic Multicomponent Reactions 1
Nuno MONTEIRO

1.1. Introduction 1

1.2. Multicomponent reactions: concept and applications 2

1.2.1. Concept and correlation with the principles of green chemistry 2

1.2.2. Origins and areas of application 5

1.3. Merging multicomponent and organometallic transformations 9

1.3.1. History: the predominant role of palladium 9

1.3.2. Contribution of catalysis in multicomponent reactions 12

1.3.3. Multicomponent catalytic reactions: design and applications 24

1.4. Conclusion 48

1.5. References 49

Chapter 2. Use of 1,3-Dicarbonyl Derivatives in Stereoselective Domino and Multicomponent Reactions 59
Damien BONNE, Thierry CONSTANTIEUX, Yoann COQUEREL and Jean RODRIGUEZ

2.1. Introduction 59

2.2. Domino reactions 61

2.2.1. Diastereoselective domino reactions 61

2.2.2. Enantioselective domino-domino reactions 69

2.3. Multicomponent reactions 81

2.3.1. Diastereoselective multicomponent reactions 81

2.3.2. Enantioselective multicomponent reactions 92

2.4. Conclusion 104

2.5. References 105

Chapter 3. Multicomponent Radical Processes: Recent Developments 121
Yannick LANDAIS

3.1. Polar effects: electrophilic and nucleophilic radical scales 122

3.2. Multicomponent radical reactions 123

3.2.1. Three-component radical reactions: radical additions to olefins 123

3.2.2. Three-component radical reactions: radical additions on imines 135

3.2.3. Four- and five-component radical reactions: carbonylation reactions 140

3.3. Multi-component radical-ionic reactions 145

3.3.1. Multi-component radical-anionic reactions 145

3.3.2. Multi-component radical-cationic reactions 157

3.4. Sequential multicomponent radical reactions 160

3.4.1. Organometallic-radical sequential reactions 160

3.4.2. Ugi reactions: radical reactions 161

3.4.3. Passerini reaction using radicals 163

3.5. Multicomponent reactions by photoredox catalysis 166

3.6. Conclusion 172

3.7. References 172

List of Authors 183

Index 185