Palladium-catalyzed modification of nucleosides, nucleotides and oligonucleotides / edited by Anant R. Kapdi, Debabrata Maiti, Yogesh S. Sanghvi.

Includes bibliographical references and index.

Online resource; title from PDF title page (EBSCO, viewed June 11, 2018).

Front Cover; Palladium-Catalyzed Modification of Nucleosides, Nucleotides and Oligonucleotides; Copyright; Contents; Contributors; Chapter 1: The Future of Drug Discovery: The Importance of Modified Nucleosides, Nucleotides, and Oligonucleotides; 1. Introduction; 2. Biologically Active Modified Nucleosides; 3. Synthetic Fluorescent Nucleoside Analogs; 4. Oligonucleotide Applications; 5. An Overview of Other Cross-Coupling Reactions in This Book; 6. Stille Cross-Coupling; 7. Suzuki-Miyaura Cross-Coupling; 8. Sonogashira reactions; 9. Heck Cross-Coupling.

10. Buchwald-Hartwig reactions11. C-H Activation Reactions; 12. Cross-Coupling of Nucleotides and Oligonucleotides; 13. Summary and Future Directions; References; Chapter 2: Stille Cross-Coupling Reaction: Early Years to the Current State of the Art; 1 Introduction; 2. Stille Coupling Reactions; 2.1 Early Developments; 3 Conclusion; References; Chapter 3: Suzuki-Miyaura Cross-Coupling as a Synthetic Tool for Nucleoside and Nucleotide Modification; 1. Introduction; 2. Suzuki-Miyaura Reaction: Mechanism and Conditions; 2.1 Overview of the Reaction.

2.2 Suzuki-Miyaura Reaction in Various Water-Based Catalytic Systems2.2.1 In Tetrahydrofuran/Methanol/Water; 2.2.2 In Dimethylether/Water; 2.2.3 In DMF/H2O; 2.2.4 In ACN/H2O; 2.2.5 In MeOH/H2O; 2.2.6 In H2O; 3. Palladium-Catalyzed Suzuki-Miyaura Routes to Modified Nucleosides; 3.1 Purine Nucleoside Analogues; 3.1.1 Modified Nucleosides at Purine Moiety; 3.1.2 Modified Flexible Nucleosides; 3.1.3 Carbocyclic Nucleosides Analogues; 3.2 Pyrimidine-Modified Analogues; 3.2.1 Arylation at C5- and C6- of Uridine/Cytidine Moiety.

3.2.2 Arylation of C5-Halo Uridine/Cytidine and C7-Halo Purine Nucleotides3.3 Miscellaneous; 4. Concluding Remarks; Acknowledgments; References; Chapter 4: Sonogashira Cross-Coupling: Alkyne-Modified Nucleosides and Their Applications; 1. Introduction; 2. General Reaction and the Mechanism of Classical Sonogashira Reaction; 3. Modifications of Sonogashira Coupling; 3.1 Modifications of Ligated Pd-Catalysts; 3.2 Generation of Ligand-Free Palladium Catalysts; 3.3 Palladium Nanoparticles as Catalysts.

3.4 Modified Form of Cu(I)-Co-Catalyst: Click Reagent Version of Sonogashira Coupling: Contribution From Our Group3.5 Cu-Free Sonogashira Coupling; 3.6 Ligand, Copper, and Amine-Free Palladium Catalyzed Sonogashira Coupling; 4. Applications of the Sonogashira Reaction; 5. Sonogashira Reaction in the Synthesis of Nucleoside; 6. Application of Sonogashira Coupling to Pyrimidine Nucleosides; 6.1 Synthesis of C-4-Substituted Pyrimidines; 6.2 Synthesis of C-5-Substituted Pyrimidines; 7. Sonogashira Coupling for the Synthesis of Substituted Purine Nucleosides.

Annotation This volume describes the procedures and protocols related to the modification of nucleosides, nucleotides and oligonucleotides via Pd-mediated cross-coupling processes. The book highlights the growing area of nucleic acid modification and how Pd-mediated coupling reactions can assist this development.