Solid-Phase Organic Syntheses

Contributors ix Preface xiii Abbreviations xv PART I INTRODUCTION 1 1. An Introduction to Solid-Phase Palladium Chemistry 3 Carmen Gil PART II PALLADIUM-MEDIATED SPOS 23 2. Pd-Catalyzed Solid-Phase Decoration of the 2(1H)-Pyrazinone Scaffold 25 Vaibhav P. Mehta and Erik V. Van der Eycken 3. One-Step Palladium- and Phenylsilane-Activated Amidation of Solid-Supported Ally Esters 35 Zheming Ruan, Katy Van Kirk, Christopher B. Cooper, R. Michael Lawrence, and Michael Poss 4. Solid-Phase Reactions of Polymer-Bound Arenesulfonates with Aryl Grignard Reagents 41 Kwangyong Park and Chul-Hee Cho 5. Fluorous Synthesis of 3-Aminoimidazo[1,2-a]-Pyridine/Pyrazine Library 51 Wei Zhang and Yimin Lu 6. Resin-to-Resin Transfer Reactions (RRTR) via Sonogashira Coupling 59 Judit Tulla-Puche, Rita S. Majerle, Fernando Albericio, and George Barany PART III IMMOBILIZED CATALYSTS AND LIGANDS 67 7. Polymer-supported Palladium Catalysts for Suzuki and Heck Reactions 69 Peter Styring 8. Solid-Phase Catalytic Activity of a Polymer-Supported Palladium Complex 79 Maria M. Dell'Anna, Piero Mastrorilli, and Cosimo F. Nobile 9. Polyaniline-immobilized Palladium for Suzuki-Miyaura Coupling Reaction in Water 87 Moumita Roy, Pravin R. Likhar, and M. Lakshmi Kantam 10. Synthesis of Polymer-Supported Aryldicyclohexylphosphine for an Efficient Recycling in Suzuki-Miyaura Reactions 91 Katarzyna Glegola and Eric Framery 11. C-C or C-N Reactions Catalyzed by Diadamanthylphosphine Palladium-Based Catalyst Supported on Dab-Dendrimers 97 Karine Heuzé, Agnés Fougeret, Julietta Lemo, and Daniel Rosario-Amorin PART IV PALLADIUM-MEDIATED MULTIFUNCTIONAL CLEAVAGE 105 12. Solid-Phase Reactions of Resin-Supported Boronic Acids 107 François Carreaux, Bertrand Carboni, Herve Deleuze, and Christelle Pourbaix-L'Ebraly 13. A Simple Diversity Linker Strategy Using Immobilized Enol Phosphonates as Electrophiles for Suzuki-Miyaura Reactions 119 Tom M. Woods 14. Heck Cleavage of Resin-bound Triazenes 129 Sylvia Vanderheiden, Nicole Jung, and Stefan Bräse 15. Pd-Mediated Cleavage from Tetrafluoroarylsulfonate Linker Units 139 Andrew N. Cammidge and Zainab Ngaini 16. Palladium-Catalyzed Solid-Phase Synthesis of Allylic Amines 145 Richard C. D. Brown and Martin L. Fisher 17. Palladium-Catalyzed Solid-Phase Synthesis of 4-Methylene Pyrrolidines 157 Lynda J. Brown, Richard C. D. Brown, and Martin L. Fisher Index 167