Hypervalent Iodine Compounds, 2 Volume Set

PROFESSOR VIKTOR V. ZHDANKIN, Department of Chemistry & Biochemistry, University of Minnesota Duluth, USA. He was a recipient of the 2011 National Award of the American Chemical Society for Creative Research & Applications of Iodine Chemistry. He was a member of the scientific advisory board of the World Iodine Association in 2019–2025.

• Contents of Volume 1Preface xi1 Introduction and General Overview of Polyvalent Iodine Compounds 11.1 Introduction 11.2 Classification and Nomenclature of Polyvalent Iodine Compounds 41.3 Hypervalent Bonding 81.4 General Structural Features 101.5 General Principles of Reactivity 162 Preparation, Structure, and Properties of Polyvalent Iodine Compounds 312.1 Introduction 312.2 Iodine(III) Compounds 322.3 Iodine(V) Compounds 1482.4 Iodine(VII) Compounds 1643 Applications of Iodine(III) Reagents in Halogenations and Oxidative Functionalizations of Organic Substrates 2233.1 Introduction 2233.2 Fluorinations 2253.3 Chlorinations 2383.4 Brominations 2503.5 Iodinations 2523.6 Oxidation of Alcohols 2583.7 Oxidative Functionalization of Carbonyl Compounds 2623.8 Oxidative Functionalization of Silyl Enol Ethers 2663.9 Oxidative Functionalization of Alkenes and Alkynes 2703.10 Oxidations at the Benzylic or Allylic Position 2783.11 Oxidative Functionalization of Aromatic Compounds 2793.12 Oxidative Dearomatization of Phenols and Related Substrates 2823.13 Oxidative Coupling of Aromatic Substrates 2973.14 Oxidative Heterocyclizations 3033.15 Oxidative Rearrangements 3153.16 Radical Fragmentations and Cyclizations Initiated by [Bis(acyloxy)iodo]arenes 3313.17 Oxidations at Nitrogen, Sulfur, and Other Heteroatoms 3423.18 Reactions via Alkyliodine(III) Intermediates: Oxidative Deiodination of Alkyliodides 3493.19 Transition-metal Catalyzed Oxidations 3514 Applications of Iodine(III) Reagents in Reactions Resulting in Formation of New C—N , C—S , and C—Se Bonds 4414.1 Introduction 4414.2 Azidations 4414.3 Amidations and Aminations 4784.4 Thiocyanations and Arylselenations 500References 507Contents of Volume 2Preface xi5 Applications of Iodonium Salts, C-substituted Benziodoxoles, and Ylides in Organic Synthesis 5315.1 Introduction 5315.2 Reactions of Iodonium Salts 5315.3 Reactions of C-substituted Benziodoxoles 5565.4 Reactions of Iodonium Ylides 5976 Applications of Hypervalent Iodine(V) Reagents in Organic Synthesis 6596.1 Introduction 6596.2 Synthetic Applications of Noncyclic and Pseudocyclic Iodylarenes 6606.3 Synthetic Applications of 2-Iodoxybenzoic Acid 6666.4 IBX Derivatives and Analogs 6766.5 Dess–Martin Periodinane 6797 Applications of Inorganic Polyvalent Iodine Compounds in Organic Synthesis 7037.1 Introduction 7037.2 Derivatives of Iodine in Oxidation State +1 7037.3 Synthetic Applications of Inorganic Iodine(III) Reagents 7057.4 Synthetic Applications of Inorganic Iodine(V) Reagents 7067.5 Synthetic Applications of Inorganic Iodine(VII) Reagents 7098 Hypervalent Iodine Catalysis 7218.1 Introduction 7218.2 Catalytic Cycles Based on Iodine(III) Species 7228.3 Catalytic Cycles Based on Iodine(V) Species 7488.4 Tandem Catalytic Systems Involving Hypervalent Iodine and Other Co-catalysts 7598.5 Catalytic Cycles Involving Iodide Anion or Elemental Iodine as Precatalysts 7648.6 Electrochemical Reactions Involving Hypervalent Iodine Mediators 7759 Recyclable Hypervalent Iodine Reagents 7899.1 Introduction 7899.2 Polymer-supported Iodine(III) Reagents 7899.3 Polymer-supported Iodine(V) Reagents 7989.4 Recyclable Nonpolymeric Hypervalent Iodine(III) Reagents 8039.5 Recyclable Nonpolymeric Hypervalent Iodine(V) Reagents 8269.6 Recyclable Iodoarene-based Catalysts and Bifunctional Catalytic Systems 82810 Reactions of Hypervalent Iodine Reagents in Green Solvents and Under Solvent-free Conditions 84310.1 Introduction 84310.2 Reactions of Hypervalent Iodine Reagents in Water 84310.3 Reactions of Hypervalent Iodine Reagents in Recyclable Organic Solvents 85010.4 Reactions of Hypervalent Iodine Reagents Under Solvent-free Conditions 85111 Industrial and Biomedical Applications of Polyvalent Iodine Compounds 86111.1 Introduction 86111.2 Applications of Inorganic Polyvalent Iodine Derivatives 86111.3 Applications of Hypervalent Iodine(III) Compounds as Polymerization Initiators 86311.4 Applications of Hypervalent Iodine Compounds as Industrial Reagents 87011.5 Application of Iodonium Salts for Fluorination in Positron Emission Tomography 87111.6 Biological Activity of Polyvalent Iodine Compounds 883References 887Index 903