{"product_id":"indole-ring-synthesis-isbn-9780470512180","title":"Indole Ring Synthesis","description":"\u003cp\u003eOf 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. \u003c\/p\u003e \u003cp\u003eThe 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.\u003c\/p\u003e \u003cp\u003eFollowing 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\u003c\/p\u003e \u003cp\u003e\u003ci\u003eIndole Ring Synthesis\u003c\/i\u003e 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.\u003c\/p\u003e \u003cp\u003e1 Introduction 1\u003c\/p\u003e \u003cp\u003e1.1 Preview 1\u003c\/p\u003e \u003cp\u003e1.2 Indole‐Containing Natural Products 1\u003c\/p\u003e \u003cp\u003e1.3 Biological Activity of Indoles 4\u003c\/p\u003e \u003cp\u003e1.4 Indole‐Containing Pharmaceuticals 15\u003c\/p\u003e \u003cp\u003e1.5 Indole‐Containing Materials 21\u003c\/p\u003e \u003cp\u003e1.6 Indole‐Containing Ligands 28\u003c\/p\u003e \u003cp\u003e1.7 Reviews of Indole‐Ring Synthesis 32\u003c\/p\u003e \u003cp\u003e1.7.1 General Reviews on Indole Ring Synthesis 32\u003c\/p\u003e \u003cp\u003e1.7.2 Specialized Reviews 32\u003c\/p\u003e \u003cp\u003e1.7.3 Name Reactions 33\u003c\/p\u003e \u003cp\u003e1.7.4 Miscellaneous Reviews 33\u003c\/p\u003e \u003cp\u003e1.7.5 Synthesis of Carbazoles, Carbolines, and Indolocarbazoles 34\u003c\/p\u003e \u003cp\u003e1.7.6 Reviews of Indole Analogues 34\u003c\/p\u003e \u003cp\u003eReferences 34\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART I Sigmatropic Rearrangements 39\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e2 Fischer Indole Synthesis 41\u003c\/p\u003e \u003cp\u003e2.1 Preview 41\u003c\/p\u003e \u003cp\u003e2.2 Methods 41\u003c\/p\u003e \u003cp\u003e2.2.1 Traditional Methods 41\u003c\/p\u003e \u003cp\u003e2.2.2 Metal‐Catalyzed Methods 44\u003c\/p\u003e \u003cp\u003e2.2.3 Solid‐Phase Fischer Indolization Method 56\u003c\/p\u003e \u003cp\u003e2.2.4 Other General Methods 57\u003c\/p\u003e \u003cp\u003e2.2.5 Hydrazones 63\u003c\/p\u003e \u003cp\u003e2.2.6 Other Variations of Fischer Indole Synthesis 66\u003c\/p\u003e \u003cp\u003e2.3 Applications of Fischer Indolizations 68\u003c\/p\u003e \u003cp\u003e2.3.1 Drug Targets 68\u003c\/p\u003e \u003cp\u003e2.3.2 Natural Products 82\u003c\/p\u003e \u003cp\u003e2.3.3 Materials 97\u003c\/p\u003e \u003cp\u003e2.3.4 General 98\u003c\/p\u003e \u003cp\u003eReferences 108\u003c\/p\u003e \u003cp\u003e3 Gassman Indole Synthesis 116\u003c\/p\u003e \u003cp\u003e4 Bartoli Indole Synthesis 121\u003c\/p\u003e \u003cp\u003e5 Thyagarajan Indole Synthesis 131\u003c\/p\u003e \u003cp\u003e6 Julia Indole Synthesis 137\u003c\/p\u003e \u003cp\u003e7 Miscellaneous Sigmatropic Rearrangements 139\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART II Nucleophilic Cyclization 145\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e8 Madelung Indole Synthesis 147\u003c\/p\u003e \u003cp\u003e9 Wittig–Madelung Indole Synthesis 156\u003c\/p\u003e \u003cp\u003e10 Jones–Schmid Indole Synthesis 165\u003c\/p\u003e \u003cp\u003e11 Couture Indole Synthesis 174\u003c\/p\u003e \u003cp\u003e12 Wender Indole Synthesis 176\u003c\/p\u003e \u003cp\u003e13 Smith Indole Synthesis 181\u003c\/p\u003e \u003cp\u003e14 Kihara Indole Synthesis 186\u003c\/p\u003e \u003cp\u003e15 Nenitzescu 5‐Hydroxyindole Synthesis 188\u003c\/p\u003e \u003cp\u003e16 Engler‐Kita Indole Synthesis 206\u003c\/p\u003e \u003cp\u003e17 Bailey–Liebeskind–O’Shea Indoline–Indole Synthesis 213\u003c\/p\u003e \u003cp\u003e18 Wright Indoline Synthesis 219\u003c\/p\u003e \u003cp\u003e19 Saegusa Indole Synthesis 221\u003c\/p\u003e \u003cp\u003e20 Ichikawa Indole Synthesis 228\u003c\/p\u003e \u003cp\u003e21 Miscellaneous Nucleophilic Cyclizations that Form the Indole Ring 230\u003c\/p\u003e \u003cp\u003e22 Sugasawa Indole Synthesis 244\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART III Electrophilic Cyclization 247\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e23 Bischler Indole Synthesis 249\u003c\/p\u003e \u003cp\u003e24 The Nordlander Indole Synthesis 260\u003c\/p\u003e \u003cp\u003e25 Nitrene Cyclization 264\u003c\/p\u003e \u003cp\u003e26 Cadogan–Sundberg Indole Synthesis 266\u003c\/p\u003e \u003cp\u003e27 Sundberg Indole Synthesis 278\u003c\/p\u003e \u003cp\u003e28 Hemetsberger Indole Synthesis 287\u003c\/p\u003e \u003cp\u003e29 Taber Indole Synthesis 296\u003c\/p\u003e \u003cp\u003e30 Knochel Indole Synthesis 299\u003c\/p\u003e \u003cp\u003e31 Täuber Carbazole Synthesis 301\u003c\/p\u003e \u003cp\u003e32 Quéguiner Azacarbazole Synthesis 304\u003c\/p\u003e \u003cp\u003e33 Iwao Indole Synthesis 307\u003c\/p\u003e \u003cp\u003e34 Hewson Indole Synthesis 309\u003c\/p\u003e \u003cp\u003e35 Magnus Indole Synthesis 310\u003c\/p\u003e \u003cp\u003e36 Feldman Indole Synthesis 311\u003c\/p\u003e \u003cp\u003e37 Butin Indole Synthesis 313\u003c\/p\u003e \u003cp\u003e38 Miscellaneous Electrophilic Cyclizations 317\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART IV Reductive Cyclization 323\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e39 Nenitzescu o,β‐Dinitrostyrene Reductive Cyclization 325\u003c\/p\u003e \u003cp\u003e40 Reissert Indole Synthesis 332\u003c\/p\u003e \u003cp\u003e41 Leimgruber–Batcho Indole Synthesis 338\u003c\/p\u003e \u003cp\u003e42 Pschorr–Hoppe Indole Synthesis 349\u003c\/p\u003e \u003cp\u003e43 Mąkosza Indole Synthesis 354\u003c\/p\u003e \u003cp\u003e44 Rawal Indole Synthesis 361\u003c\/p\u003e \u003cp\u003e45 The Baeyer–Jackson Indole Synthesis and Miscellaneous Reductive Cyclization Indole Syntheses 363\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART V Oxidative Cyclization 381\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e46 Watanabe Indole Synthesis 383\u003c\/p\u003e \u003cp\u003e47 Knölker Carbazole Synthesis 391\u003c\/p\u003e \u003cp\u003e48 Miscellaneous Oxidative Cyclizations 396\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART VI Radical Cyclization 403\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e49 Fukuyama Indole Synthesis 405\u003c\/p\u003e \u003cp\u003e50 Other Tin‐Mediated Indole Syntheses 409\u003c\/p\u003e \u003cp\u003e51 The Murphy Indole Synthesis 412\u003c\/p\u003e \u003cp\u003e52 Miscellaneous Radical‐Promoted Indole Syntheses 414\u003c\/p\u003e \u003cp\u003e53 The Graebe–Ullmann Carbazole‐Carboline Synthesis 424\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART VII Cycloaddition and Electrocyclization 435\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e54 Diels–Alder Cycloaddition 437\u003c\/p\u003e \u003cp\u003e55 Plieninger Indole Synthesis 464\u003c\/p\u003e \u003cp\u003e56 Photochemical Synthesis of Indoles and Carbazoles 468\u003c\/p\u003e \u003cp\u003e57 Dipolar Cycloaddition, Anionic, and Electrocyclization Reactions 483\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART VIII Indoles from Pyrroles 493\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e58 Electrophilic Cyclization of Pyrrole 495\u003c\/p\u003e \u003cp\u003e59 Palladium‐Catalyzed Cyclization of Pyrroles 503\u003c\/p\u003e \u003cp\u003e60 Cycloaddition Syntheses from Vinyl Pyrroles 506\u003c\/p\u003e \u003cp\u003e61 Electrocyclization of Pyrroles 512\u003c\/p\u003e \u003cp\u003e62 Indoles from Pyrrolo‐2,3‐Quinodimethanes 517\u003c\/p\u003e \u003cp\u003e63 Indoles via Dehydrogenation of Pyrroles 520\u003c\/p\u003e \u003cp\u003e64 Miscellaneous Indole Syntheses from Pyrroles 525\u003c\/p\u003e \u003cp\u003e65 Indoles via Arynes 528\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART IX Indoles from Indolines 537\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e66 Indoline Dehydrogenation 539\u003c\/p\u003e \u003cp\u003e67 Indolines to Indoles by Functionalized Elimination 553\u003c\/p\u003e \u003cp\u003e68 Indolines from Oxindoles, Isatins, and Indoxyls 558\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART X Metal‐Catalyzed Indole Synthesis 573\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e69 Copper‐Catalyzed Indole Synthesis 575\u003c\/p\u003e \u003cp\u003e70 Palladium‐Catalyzed Indole Ring Synthesis: Hegedus 588\u003c\/p\u003e \u003cp\u003e71 Palladium‐Catalyzed Indole Ring Synthesis: Mori–Ban–Heck 592\u003c\/p\u003e \u003cp\u003e72 Palladium‐Catalyzed Indole Ring Synthesis: Aryl‐Heck 597\u003c\/p\u003e \u003cp\u003e73 Palladium‐Catalyzed Indole Ring Synthesis: Oxidative Cyclization 600\u003c\/p\u003e \u003cp\u003e74 Palladium‐Catalyzed Indole Ring Synthesis: Watanabe–Cenini–Söderberg 604\u003c\/p\u003e \u003cp\u003e75 Palladium‐Catalyzed Indole Ring Synthesis: Yamanaka–Sakamoto–Sonogashira 607\u003c\/p\u003e \u003cp\u003e76 Palladium‐Catalyzed Indole Ring Synthesis: Larock 611\u003c\/p\u003e \u003cp\u003e77 Palladium‐Catalyzed Indole Ring Synthesis: Cacchi 615\u003c\/p\u003e \u003cp\u003e78 Palladium‐Catalyzed Indole Ring Synthesis: Buchwald–Hartwig 619\u003c\/p\u003e \u003cp\u003e79 Palladium‐Catalyzed Indole Ring Synthesis: Miscellaneous 623\u003c\/p\u003e \u003cp\u003e80 Rhodium‐Catalyzed Indole Ring Synthesis 632\u003c\/p\u003e \u003cp\u003e81 Gold‐Catalyzed Indole Ring Synthesis 640\u003c\/p\u003e \u003cp\u003e82 Ruthenium‐Catalyzed Indole Ring Synthesis 645\u003c\/p\u003e \u003cp\u003e83 Platinum‐Catalyzed Indole Ring Synthesis 648\u003c\/p\u003e \u003cp\u003e84 Silver‐ and Zinc‐Catalyzed Indole Ring Synthesis 651\u003c\/p\u003e \u003cp\u003e85 Iron‐, Iridium‐, and Indium‐Catalyzed Indole Ring Syntheses 655\u003c\/p\u003e \u003cp\u003e86 Nickel‐, Cobalt‐, and Molybdenum‐Catalyzed Indole Ring Syntheses 660\u003c\/p\u003e \u003cp\u003e87 Mercury‐ and Chromium‐Catalyzed Indole Ring Syntheses 663\u003c\/p\u003e \u003cp\u003e88 Miscellaneous Metal‐Catalyzed Indole Ring Syntheses 666\u003c\/p\u003e \u003cp\u003e\u003cb\u003ePART XI Miscellaneous 669\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e89 Miscellaneous Indole Ring Syntheses 671\u003c\/p\u003e \u003cp\u003eIndex 676\u003c\/p\u003e  \u003cp\u003e\u003cstrong\u003eProfessor Gordon Gribble, Department of Chemistry, Dartmouth College, USA\u003c\/strong\u003e\u003cbr\u003eProfessor Gribble has been the co-editor of the annual book series \u003cem\u003eProgress in Heterocyclic Chemistry \u003c\/em\u003efor 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.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47989415674085,"sku":"NP9780470512180","price":246.95,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9780470512180.jpg?v=1761784017","url":"https:\/\/k12savings.com\/products\/indole-ring-synthesis-isbn-9780470512180","provider":"K12savings","version":"1.0","type":"link"}