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<p>Preface xi<br /><br /><b>1 Introduction 1</b><br /><br />1.1 What Is Oxidation of C—H Bonds? 1<br /><br />1.2 Chemical Synthesis and Oxidation of C—H Bonds 2<br /><br />1.3 C—H Bonds 6<br /><br />1.4 Concepts in This Book 15<br /><br />References 17<br /><b><br />2 Oxidation of Methane 19</b><br /><br />2.1 Methane 19<br /><br />2.2 Methyl sp³ C—H Bond 20<br /><br />2.3 Oxidations of Methyl sp³ C—H Bond 21<br /><br />2.4 Summary 35<br /><br />References 36<br /><br /><b>3 Oxidation of Alkyl sp³ C—H Bond 39</b><br /><br />3.1 Alkane 39<br /><br />3.2 Alkyl sp³ C—H Bonds 40<br /><br />3.3 Oxidations of Alkyl sp³ C—H Bond 42<br /><br />3.4 Summary 61<br /><br />References 62<br /><br /><b>4 Oxidation of Alkyl sp³ C—H Bond Assisted by Directing Group 65</b><br /><br />4.1 Directing Group 65<br /><br />4.2 Alkyl sp³ C—H Bonds with Directing Groups 66<br /><br />4.3 Directed Oxidations of Alkyl sp³ C—H Bond 67<br /><br />4.4 Summary 97<br /><br />References 97<br /><br /><b>5 Oxidation of Alkyl sp³ C—H Bond Adjacent to Unsaturated Carbon Atom 101</b><br /><br />5.1 Alkyl α?-sp³ C—H Bond 101<br /><br />5.2 Alkyl sp³ C—H Bonds Adjacent to Unsaturated Carbon Atoms 102<br /><br />5.3 Oxidations of Alkyl sp³ C—H Bond Adjacent to Unsaturated Carbon Atom 103<br /><br />5.4 Summary 138<br /><br />References 138<br /><br /><b>6 Oxidation of Alkyl sp³ C—H Bond Adjacent to Heteroatom 143</b><br /><br />6.1 Alkyl sp³ C—H Bonds Adjacent to Heteroatoms 143<br /><br />6.2 Oxidations of Alkyl sp³ C—H Bond Adjacent to Heteroatom 144<br /><br />6.3 Summary 166<br /><br />References 167<br /><br /><b>7 Oxidation of Alkenyl or Carbonyl sp² C—H Bond 171</b><br /><br />7.1 Alkenyl and Carbonyl sp² C—H Bonds 171<br /><br />7.2 Oxidations of Alkenyl and Carbonyl sp² C—H Bonds 172<br /><b><br />8 Oxidation of Alkynyl spC—H Bond 209</b><br /><br />8.1 spC—H Bonds 209<br /><br />8.2 Oxidations of spC—H Bond 210<br /><br />8.3 Summary 232<br /><br />References 232<br /><br /><b>9 Oxidation of Benzene 235</b><br /><br />9.1 Introduction 235<br /><br />9.2 Oxidations of Phenyl sp2 C—H Bond 237<br /><br />9.3 Summary 277<br /><br />References 279<br /><br /><b>10 Oxidation of Aryl sp² C—H Bond on Substituted Benzene 283</b><br /><br />10.1 Introduction 283<br /><br />10.2 Formation of C—C Bond 284<br /><br />10.3 Formation of C—N Bond 313<br /><br />10.4 Formation of C—O Bond 316<br /><br />10.5 Formation of C—S Bond 322<br /><br />10.6 Formation of C—Halogen Bond 323<br /><br />10.7 Summary 331<br /><br />References 333<br /><br /><b>11 Oxidation of Aryl sp² C—H Bond Assisted by Directing Group 337</b><br /><br />11.1 Introduction 337<br /><br />11.2 Formation of C—C Bond 337<br /><br />11.3 Formation of C—N Bond 400<br /><br />11.4 Formation of C—O Bond 406<br /><br />11.5 Formation of C—S Bond 412<br /><br />11.6 Formation of C—Halogen Bond 414<br /><br />11.7 Summary 424<br /><br />References 426<br /><br /><b>12 Oxidation of Aryl sp² C—H Bond on Heteroarene or Perfluoroarene 433</b><br /><br />12.1 Introduction 433<br /><br />12.2 Formation of C—C Bond 434<br /><br />12.3 Formation of C—N Bond 459<br /><br />12.4 Formation of C—O Bond 461<br /><br />12.5 Formation of C—Halogen Bond 462<br /><br />12.6 Cross?-Coupling of Dual Aryl sp² C—H Bonds on Directing?-Group?-Containing Arenes, Heteroarenes, or <br />Polyfluoroarenes 468<br /><br />12.7 Summary 477<br /><br />References 478<br /><br /><b>13 Oxidative Cross?-Coupling of Aryl sp² C—H Bond with Inert C—H Bond 483</b><br /><br />13.1 Introduction 483<br /><br />13.2 Oxidative Coupling of Simple Arenes with Alkanes (Alkylation of Arenes) 484<br /><br />13.3 Oxidative Coupling of Simple Arenes with Alkenes (Alkenylation of Arenes) 486<br /><br />13.4 Oxidative Cross?-Coupling of Simple Arenes (Arylation of Arenes) 490<br /><br />13.5 Summary 498<br /><br />References 499<br /><br />Index 501</p>

<p> Wenjun Lu, D.Eng., is a Professor of Organic Chemistry at Shanghai Jiao Tong University.<BR> Lihong Zhou, PhD, is a Research Associate at Shanghai Jiao Tong University.

<p>Oxidation reactions are extremely important and belong to the most employed reactions in the chemical industry. Many reaction pathways (mechanisms), different reaction conditions, and corresponding oxidation reagents have been realized and established to make the oxidation of C–H bonds more efficient and practical in organic synthesis.</p> <p>Oxidation of C–H Bonds combines oxidation methods and C–H bond functionalization, two of the most important aspects of organic synthesis, in a unique guide for practicing chemists. Coverage includes early reactions, development, and updated examples of the functionalization of various C–H bonds. Since many fundamental concepts about reactions, mechanisms, and synthesis strategies will be explained and discussed in the text, it is also very beneficial to chemistry students and those in need of a primer. <p>Featuring the perspectives and expertise of practicing chemical researchers, this book provides a valuable reference and resource for the organic chemistry community. Key benefits include: <ul> <li>Offers a guide or manual to solve challenges of chemical transformation</li> <li>Deals with C–H bonds, an area of dynamic and continuous research across chemistry and catalysis</li> <li>Helps readers understand the fundamental and applied differences among various oxidation methods and reactions</li> <li>Emphasizes mechanistic understanding of reactions and critical analysis of them</li> </ul><br>

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