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Of the myriad of heterocycles known to man, the indole ring stands foremost for its remarkably versatile chemistry, its enormous range of biological activities, and its ubiquity in the terrestrial and marine environments. The indole ring continues to be discovered in natural products and to be employed in man-made pharmaceuticals and other materials. Given the enormous resurgence in indole ring synthesis over the past decade -- highlighted by the power of transition metal catalysis -- this authoritative guide addresses the need for a comprehensive presentation of the myriad of methods for…mehr
Of the myriad of heterocycles known to man, the indole ring stands foremost for its remarkably versatile chemistry, its enormous range of biological activities, and its ubiquity in the terrestrial and marine environments. The indole ring continues to be discovered in natural products and to be employed in man-made pharmaceuticals and other materials. Given the enormous resurgence in indole ring synthesis over the past decade -- highlighted by the power of transition metal catalysis -- this authoritative guide addresses the need for a comprehensive presentation of the myriad of methods for constructing the indole ring, from the ancient to the modern, and from the obscure to the well-known. Following presentation of the classic indole ring syntheses and many newer methods, coverage continues with indole ring syntheses via pyrroles, indolines, oxindoles, isatins, radical and photochemical reactions, aryne cycloadditions. This extensive volume concludes with the modern transition metal-catalyzed indole ring syntheses that utilize copper, palladium, rhodium, gold, ruthenium, platinum, and other metals to fashion the indole ring Indole Ring Synthesis is a comprehensive, authoritative and up-to-date guide to the synthesis of this important heterocycle for organic chemists, pharmaceutical researchers and those interested in the chemistry of natural products.
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Autorenporträt
Professor Gordon Gribble, Department of Chemistry, Dartmouth College, USA Professor Gribble has been the co-editor of the annual book series Progress in Heterocyclic Chemistry for the past 10 years. His research programs involve several areas of organic chemistry, most of which involve synthesis: biologically active natural products, novel indole chemistry, anticancer triterpenoid synthesis, new synthetic methodology, and novel radical and cycloaddition chemistry of heterocycles.
Inhaltsangabe
1 Introduction 1
1.1 Preview 1
1.2 Indole-Containing Natural Products 1
1.3 Biological Activity of Indoles 4
1.4 Indole-Containing Pharmaceuticals 15
1.5 Indole-Containing Materials 21
1.6 Indole-Containing Ligands 28
1.7 Reviews of Indole-Ring Synthesis 32
1.7.1 General Reviews on Indole Ring Synthesis 32
1.7.2 Specialized Reviews 32
1.7.3 Name Reactions 33
1.7.4 Miscellaneous Reviews 33
1.7.5 Synthesis of Carbazoles, Carbolines, and Indolocarbazoles 34
1.7.6 Reviews of Indole Analogues 34
References 34
PART I Sigmatropic Rearrangements 39
2 Fischer Indole Synthesis 41
2.1 Preview 41
2.2 Methods 41
2.2.1 Traditional Methods 41
2.2.2 Metal-Catalyzed Methods 44
2.2.3 Solid-Phase Fischer Indolization Method 56
2.2.4 Other General Methods 57
2.2.5 Hydrazones 63
2.2.6 Other Variations of Fischer Indole Synthesis 66
