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Synthesis of Aromatic Compounds

Synthesis of Aromatic Compounds

Victor Snieckus, Mieczyslaw Makosza

ISBN: 978-3-527-69824-0

Jun 2019

535 pages

$96.99

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Description

Written by two pioneers in the field, this is the first book to collate proven concepts for the synthesis of complex aromatics found in natural products, heterocycles, pharmaceuticals, agrochemicals, and organic materials.
The authors review current methods of aromatic substitution, with a focus on directed ortho metalation (DoM) and replacement of hydrogen with nucleophilic agents (SNArH). They also provide retrosynthetic analysis schemes and numerous practical examples throughout the book.
With its typical reaction procedures and tips for choosing optimum conditions for successful syntheses, this is an invaluable guide for (future) organic and synthetic chemists in pharmaceutical and agrochemical companies.
Introduction: The State of Synthetic Aromatic Chemistry in the 21st Century
PART I: THE DIRECTED ORTHO METALATION (DOM) REACTION
1) The Directed Ortho Metalation Reaction
1.1 A Brief Historical Note on DoM
1.2 The DoM Reaction for the Construction of Substituted Aromatics
2) The Heteroaromatic DoM (HetDoM)
2.1) The Pi-Excessive Systems
2.2) The Pi-Deficient Reactions
3.) The DoM-Cross Coupling Symbiosis
4.) Synthetic Strategies Based on DoM and HetDoM
5.) Syntheses of Specific Target Molecules
5.1) Bioactive Molecules
5.2.) Natural Products
5.3) Materials
6.) The Directed Remote Metalation (DreM) Reaction
6.1.) Overview
6.2) Synthesis with DreM
7.) Future Directions, Untested Concepts and Manipulations, Closing Remarks
PART II: NUCLEOPHILIC SUBSTITUTION OF HYDROGEN IN ARENES (SNARH)
8.) Nucleophilic Substitution of Hydrogen in Arenes
8.1) Introduction
8.2) Oxidative Nucleophilic Substitution of Hydrogen in Arenes (ONSH)
8.3) Vicarious Nucleophilic Substitution
8.4) Other Ways of Nucleophilic of Hydrogen
8.5) Application of SNArH Reactions in Synthesis
8.6) Future Directions, Untested Reactions, Perspectives, Closing Remarks
PART III: COMBINING DOM AND SNARH