The first book of its kind to highlight iodine as a sustainable alternative to conventional transition metal catalysis
Iodine Catalysis in Organic Synthesis provides detailed coverage of recent advances in iodine chemistry and catalysis, focusing on the utilization of various iodine-containing compounds as oxidative catalysts. Featuring contributions by an international panel of leading research chemists, this authoritative volume explores the development of environmentally benign organic reactions and summarizes catalytic transformations of molecular iodine and iodine compounds such as hypervalent organoiodine and inorganic iodine salts.
Readers are first introduced to the history of iodine chemistry, the conceptual background of homogeneous catalysis, and the benefits of iodine catalysis in comparison with transition metals. Next, chapters organized by reaction type examine enantioselective transformations, catalytic reactions involving iodine, catalyst states, oxidation in iodine and iodine catalyses, and catalytic reactions based on halogen bonding. Practical case studies and real-world examples of different applications in organic synthesis and industry are incorporated throughout the text. An invaluable guide for synthetic chemists in both academic and industrial laboratories, Iodine Catalysis in Organic Synthesis: - Provides a thorough overview of typical iodine-catalyzed reactions, catalyst systems, structures, and reactivity - Explores promising industrial applications of iodine-based reagents for organic synthesis - Highlights the advantages iodine catalysis has over classical metal-catalyzed reactions - Discusses sustainable and eco-friendly methods in hypervalent iodine chemistry
Edited by two world authorities on the catalytic applications of organoiodine compounds, Iodine Catalysis in Organic Synthesis is required reading for catalytic, organic, and organometallic chemists, medicinal and pharmaceutical chemists, industrial chemists, and academic researchers and advanced students in relevant fields.
Table of Contents
Preface xi
1 Historical Introduction 1
Viktor V. Zhdankin
2 Concepts in Iodine Catalysis 11
Kazuaki Ishihara
3 Catalysis by Halogen Bonding Based on Iodine 27
Revannath L. Sutar and Stefan M. Huber
4 Catalytic Transformations with R4NI Catalyst Precursors 69
Xiao-Xian Li and Yun-Fei Du
5 Catalytic Transformations Based on Iodine(I) Involving Radical Pathways 121
Alexandra E. Bosnidou and R. Martin Romero
6 Aromatic C-H Functionalization 151
Mahesh Puthanveedu and Andrey P. Antonchick
7 Design of Chiral Organoiodine(I/III) Catalysts for Asymmetric Oxidative Transformations 185
Andreas Boelke and Boris J. Nachtsheim
8 Catalytic and Asymmetric Dearomatization Reactions Employing Hypervalent Iodine Reagents 211
Toshifumi Dohi and Yasuyuki Kita
9 Catalytic Alkene Difunctionalization Reactions 243
John M. Ovian and Eric N. Jacobsen
10 Catalytic Oxidative 𝛂-Functionalization of Carbonyls 275
Muhammet Uyanik
11 Oxidations with Iodine(V) Compounds - From Stoichiometric Compounds to Catalysts 299
Frederic Ballaschk and Stefan F. Kirsch
12 Sustainable Methods in Hypervalent Iodine Chemistry 335
Brandon Frey, Asim Maity, Hao Tan, Pritam Roychowdhury, and David C. Powers
13 Industrial Application of Iodine Catalysis 387
Tatsuo Kaiho
References 412
Index 415
