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Indoles
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Table of Contents

Introduction. Category Ia Cyclizations. Category Ib Cyclizations. Category Ic Cyclizations. Category Ii Cyclizations. Category IIab Cyclizations. Category IIac Cyclizations. Indoles by Annelation of Pyrroles. Synthetic Modification of Indoles by Substitution at Nitrogen. Introduction of Substituents at C2. Introduction of Substituents at C3. Modification of 3-Alkyl Substituents by Nucleophilic Substitution. Introduction of the Tryptamine andTryptophan Side-Chains. Introduction of the Substituents on the Carbocyclic Ring. Selective Reduction and Oxidation Reactions. Synthetic Elaboration for Indole Derivatives using Cycloaddition Reactions. Subject Index.

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Key Features
* Includes systematic summaries of the most important methods for the construction of indoles from aromatic precursors
* Discusses methods for preparing indoles by annelation of pyrroles
* Covers methods for adding or modifying substituent groups, including methods for introducing the tryptamine and tryptophan side-chainsExamines reduction/oxidation reactions that are specific for indoles
* Considers use of cycloaddition reactions for synthetic elaboration of indoles

About the Author

Richard J. Sundberg has been a member of the chemistry department at the University of Virginia since 1964. His research has included both development of synthetic methods for indoles and other heterocycles. The scope of his research also extends into the synthesis of biologically active compounds, including natural products such as the vinca alkaloids. Alan Katritzky, educated at Oxford, held faculty positions at Cambridge and East Anglia before migrating in 1980 to the University of Florida, where he is Kenan Professor and Director for the Institute for Heterocyclic Compounds. He has trained more than 1000 graduate students and post-docs, and lectured and consulted world-wide. He led the team, which produced "Comprehensive Heterocyclic Chemistry" and its sequels, "CHEC-II" and "CHEC-III", has edited "Advances in Heterocyclic Chemistry, Vols. 1 through 100" and conceived the plan for "Comprehensive Organic Functional Group Transformations". He founded Arkat-USA, a non-profit which publishes "Archive for Organic Chemistry" (ARKIVOC) electronic journal completely free to authors and readers at (www.arkat-usa.org). Honors include 14 honorary doctorates from 11 countries and membership or foreign membership of the National Academies of Britain, Catalonia, India, Poland, Russia and Slovenia.

Reviews

This volume is a valuable addition to the Best synthetic methods series, and the author and publishers are to be congratulated on producing a book that all concerned with nitrogen heterocyclic chemistry will find of considerable value. --CHEMISTRY AND INDUSTRY In his preface, Professor Sundberg states that he attempted to illustrate the most widely used synthetic methods in indole chemistry on the basis of the retrosynthetic concept of identifying the bonds being formed. Not only has he succeeded, but he hasdone an outstanding job...the book is an absolute must for those interested in indole chemistry...(it) describes most major classical methods and emphasizes all the newer methods available. Professor Sundberg is to be congratulated. --Richard A. Glennon in JOURNAL OF MEDICINAL CHEMISTRY

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