Name Reactions : A Collection of Detailed Reaction Mechanisms

Different from other books on name reactions in organic chemistry, Name Reactions, A Collection of Detailed Reaction Mechanisms focuses on their mechanisms. It covers over 300 classical as well as contemporary name reactions. Each reaction is delineated by its detailed step-by-step, electron-pushing mechanism, supplemented with the original and the latest references, especially review articles. Thus, it is not only an indispensable resource for senior undergraduate and graduate students for their learning and exams, but also a good reference book for all chemists interested in name reactions. Front Matter....Pages I-XVIII Abnormal Claisen rearrangement....Pages 1-1 Alder ene reaction....Pages 2-2 Allan-Robinson reaction....Pages 3-4 Alper carbonylation....Pages 5-6 Amadori glucosamine rearrangement....Pages 7-7 Angeli-Rimini hydroxamic acid synthesis....Pages 8-8 ANRORC mechanism....Pages 9-9 Arndt-Eistert homologation....Pages 10-10 Baeyer-Drewson indigo synthesis....Pages 11-12 Baeyer-Villiger oxidation....Pages 13-13 Baker-Venkataraman rearrangement....Pages 14-14 Bamberger rearrangement....Pages 15-15 Bamford-Stevens reaction....Pages 16-16 Bargellini reaction....Pages 17-17 Bartoli indole synthesis....Pages 18-18 Barton decarboxylation reaction....Pages 19-19 Barton-McCombie deoxygenation reaction....Pages 20-20 Barton nitrite photolysis....Pages 21-22 Baylis-Hillman reaction....Pages 23-24 Beckmann rearrangement....Pages 25-25 Beirut reaction....Pages 26-27 Benzilic acid rearrangement....Pages 28-28 Benzoin condensation....Pages 29-29 Bergman cyclization....Pages 30-30 Biginelli pyrimidone synthesis....Pages 31-32 Birch reduction....Pages 33-34 Bischler-Möhlau indole synthesis....Pages 35-35 Bischler-Napieralski reaction....Pages 36-36 Blaise reaction....Pages 37-37 Blanc chloromethylation reaction....Pages 38-38 Boekelheide reaction....Pages 39-39 Boger pyridine synthesis....Pages 40-40 Boord reaction....Pages 41-41 Borsche-Drechsel cyclization....Pages 42-42 Boulton-Katritzky rearrangement....Pages 43-43 Bouveault aldehyde synthesis....Pages 44-44 Bouveault-Blanc reduction....Pages 45-45 Boyland-Sims oxidation....Pages 46-47 Bradsher reaction....Pages 48-48 Brook rearrangement....Pages 49-49 Brown hydroboration reaction....Pages 50-50 Bucherer carbazole synthesis....Pages 51-51 Bucherer reaction....Pages 52-52 Bucherer-Bergs reaction....Pages 53-53 Buchner-Curtius-Schlotterbeck reaction....Pages 54-54 Buchner method of ring expansion....Pages 55-55 Buchwald-Hartwig C-N bond and C-O bond formation reactions....Pages 56-56 Burgess dehydrating reagent....Pages 57-57 Cadiot-Chodkiewicz coupling....Pages 58-58 Cannizzaro disproportionation reaction....Pages 59-59 Carroll rearrangement....Pages 60-60 Castro—Stephens coupling....Pages 61-61 Chapman rearrangement....Pages 62-62 Chichibabin amination reaction....Pages 63-63 Chichibabin pyridine synthesis....Pages 64-65 Chugaev elimination....Pages 66-66 Ciamician—Dennsted rearrangement....Pages 67-67 Claisen, Eschenmoser-Claisen, Johnson-Claisen, and Ireland-Claisen rearrangements....Pages 68-69 Clark-Eschweiler reductive alkylation of amines....Pages 70-70 Combes quinoline synthesis....Pages 71-72 Conrad-Lipach reaction....Pages 73-73 Cope elimination reaction....Pages 74-74 Cope, oxy-Cope, and anionic oxy-Cope rearrangements....Pages 75-76 Corey-Chaykovsky epoxidation....Pages 77-77 Corey—Fuchs reaction....Pages 78-78 Corey-Bakshi-Shibata (CBS) reduction....Pages 79-80 Corey-Kim oxidation....Pages 81-81 Corey-Winter olefin synthesis....Pages 82-83 Cornforth rearrangement....Pages 84-84 Criegee glycol cleavage....Pages 85-85 Criegee mechanism of ozonolysis....Pages 86-86 Curtius rearrangement....Pages 87-87 Dakin reaction....Pages 88-88 Dakin-West reaction....Pages 89-89 Danheiser annulation....Pages 90-90 Darzens glycidic ester condensation....Pages 91-91 Davis chiral oxaziridine reagents....Pages 92-92 de Mayo reaction....Pages 93-94 Demjanov rearrangement....Pages 95-95 Dess-Martin periodinane oxidation....Pages 96-96 Dieckmann condensation....Pages 97-97 Diels-Alder reaction, inverse electronic demand Diels-Alder reaction, hetero-Diels-Alder reaction....Pages 98-99 Dienone-phenol rearrangement....Pages 100-100 Di-π-methane rearrangement....Pages 101-101 Doebner reaction....Pages 102-103 Doebner-von Miller reaction....Pages 104-105 Doering-LaFlamme allene synthesis....Pages 106-106 Dornow-Wiehler isoxazole synthesis....Pages 107-108 Dötz reaction....Pages 109-109 Dutt-Wormall reaction....Pages 110-110 Eschenmoser coupling reaction....Pages 111-111 Eschenmoser-Tanabe fragmentation....Pages 112-112 Étard reaction....Pages 113-113 Evans aldol reaction....Pages 114-115 Favorskii rearrangement and Quasi-Favorskii rearrangement....Pages 116-117 Feist-Bénary furan synthesis....Pages 118-118 Ferrier rearrangement....Pages 119-119 Fischer-Hepp rearrangement....Pages 120-120 Fischer indole synthesis....Pages 121-121 Fischer-Speier esterification....Pages 122-122 Fleming oxidation....Pages 123-124 Forster reaction....Pages 125-126 Frater-Seebach alkylation....Pages 127-127 Friedel-Crafts reaction....Pages 128-129 Friedländer synthesis....Pages 130-131 Fries rearrangement....Pages 132-132 Fritsch-Buttenberg-Wiechell rearrangement....Pages 133-133 Fujimoto-Belleau reaction....Pages 134-134 Fukuyama amine synthesis....Pages 135-136 Gabriel synthesis....Pages 137-137 Gassman indole synthesis....Pages 138-138 Gattermann-Koch reaction....Pages 139-139 Gewald aminothiophene synthesis....Pages 140-141 Glaser coupling....Pages 142-142 Gomberg-Bachmann reaction....Pages 143-143 Gribble indole reduction....Pages 144-144 Gribble reduction of diaryl ketones....Pages 145-145 Grob fragmentation....Pages 146-147 Guareschi-Thorpe condensation....Pages 148-148 Hajos-Wiechert reaction....Pages 149-150 Haller-Bauer reaction....Pages 151-151 Hantzsch pyridine synthesis....Pages 152-153 Hantzsch pyrrole synthesis....Pages 154-154 Haworth reaction....Pages 155-155 Hayashi rearrangement....Pages 156-157 Heck reaction....Pages 158-159 Hegedus indole synthesis....Pages 160-160 Hell-Volhardt-Zelinsky reaction....Pages 161-161 Henry reaction (nitroaldol reaction)....Pages 162-162 Herz reaction....Pages 163-163 Heteroaryl Heck reaction....Pages 164-164 Hiyama cross-coupling reaction....Pages 165-166 Hodges—Vedejs metallation of oxazoles....Pages 167-167 Hofmann rearrangement (Hofmann degradation reaction)....Pages 168-168 Hofmann—Löffler—Freytag reaction....Pages 169-169 Hofmann—Martius reaction....Pages 170-171 Hooker oxidation....Pages 172-173 Horner—Wadsworth—Emmons reaction....Pages 174-175 Houben—Hoesch reaction....Pages 176-177 Hunsdiecker reaction....Pages 178-178 Ing-Manske procedure....Pages 179-179 Jacobsen-Katsuki epoxidation....Pages 180-181 Jacobsen rearrangement....Pages 182-183 Japp-Klingemann hydrazone synthesis....Pages 184-184 Julia-Lythgoe olefination....Pages 185-185 Kahne glycosidation....Pages 186-187 Keck stereoselective allylation....Pages 188-189 Keck macrolactonization....Pages 190-191 Kemp elimination....Pages 192-192 Kennedy oxidative cyclization....Pages 193-193 Kharasch addition reaction....Pages 194-194 Knoevenagel condensation....Pages 195-196 Knorr pyrrole synthesis....Pages 197-197 Koch carbonylation reaction (Koch-Haaf carbonylation reaction)....Pages 198-199 Koenig-Knorr glycosidation....Pages 200-200 Kolbe-Schmitt reaction....Pages 201-201 Kostanecki reaction....Pages 202-203 Krapcho decarboxylation....Pages 204-204 Kröhnke reaction (pyridine synthesis)....Pages 205-206 Kumada cross-coupling reaction....Pages 207-208 Larock indole synthesis....Pages 209-209 Lawesson’s reagent....Pages 210-210 Leuckart-Wallach reaction....Pages 211-211 Lieben haloform reaction....Pages 212-212 Liebeskind-Srogl coupling....Pages 213-213 Lossen rearrangement....Pages 214-214 Luche reduction....Pages 215-215 McFadyen-Stevens reduction....Pages 216-216 McLafferty fragmentation....Pages 217-217 McMurry coupling....Pages 218-218 Madelung indole synthesis....Pages 219-219 Mannich reaction....Pages 220-220 Marshall boronate fragmentation....Pages 221-221 Martin’s sulfurane dehydrating reagent....Pages 222-222 Masamune-Roush conditions....Pages 223-224 Meerwein arylation....Pages 225-225 Meerwein-Ponndorf-Verley reduction....Pages 226-226 Meinwald rearrangement....Pages 227-227 Meisenheimer complex....Pages 228-229 Meisenheimer rearrangement....Pages 230-230 Meyer-Schuster rearrangement....Pages 231-231 Michael addition....Pages 232-232 Michaelis-Arbuzov phosphonate synthesis....Pages 233-233 Midland reduction....Pages 234-234 Miller-Snyder aryl cyanide synthesis....Pages 235-236 Mislow-Evans rearrangement....Pages 237-237 Mitsunobu reaction....Pages 238-238 Miyaura boration reaction....Pages 239-239 Moffatt oxidation....Pages 240-240 Morgan-Walls reaction (Pictet-Hubert reaction)....Pages 241-241 Mori-Ban indole synthesis....Pages 242-243 Morin rearrangement....Pages 244-245 Mukaiyama aldol reaction....Pages 246-246 Mukaiyama esterification....Pages 247-248 Myers-Saito cyclization....Pages 249-249 Nametkin rearrangement (Retropinacol rearrangement)....Pages 250-250 Nazarov cyclization....Pages 251-251 Neber rearrangement....Pages 252-252 Nef reaction....Pages 253-253 Negishi cross-coupling reaction....Pages 254-254 Nenitzescu indole synthesis....Pages 255-256 Nicholas reaction....Pages 257-257 Noyori asymmetric hydrogenation....Pages 258-259 Nozaki-Hiyama-Kishi reaction....Pages 260-260 Oppenauer oxidation....Pages 261-261 Orton rearrangement....Pages 262-263 Overman rearrangement....Pages 264-264 Paal-Knorr furan synthesis....Pages 265-265 Paal-Knorr pyrrole synthesis....Pages 266-266 Parham cyclization....Pages 267-268 Passerini reaction....Pages 269-269 Paterno-Büchi reaction....Pages 270-270 Pauson-Khand cyclopentenone synthesis....Pages 271-272 Payne rearrangement....Pages 273-273 Pechmann condensation (coumarin synthesis)....Pages 274-274 Pechmann pyrazole synthesis....Pages 275-275 Perkin reaction (cinnamic acid synthesis)....Pages 276-277 Perkow reaction....Pages 278-278 Peterson olefination....Pages 279-279 Pfau-Plattner azulene synthesis....Pages 280-280 Pfitzinger quinoline synthesis....Pages 281-281 Pictet-Gams isoquinoline synthesis....Pages 282-282 Pictet-Spengler isoquinoline synthesis....Pages 283-283 Pinacol rearrangement....Pages 284-284 Pinner synthesis....Pages 285-285 Polonovski reaction....Pages 286-287 Polonovski-Potier reaction....Pages 288-288 Pomeranz-Fritsch reaction....Pages 289-290 Prévost trans -dihydroxylation....Pages 291-291 Prilezhaev reaction....Pages 292-292 Prins reaction....Pages 293-293 Pschorr ring closure....Pages 294-295 Pummerer rearrangement....Pages 296-296 Ramberg-Bäcklund olefin synthesis....Pages 297-297 Reformatsky reaction....Pages 298-298 Regitz diazo synthesis....Pages 299-300 Reimer-Tiemann reaction....Pages 301-302 Reissert reaction (aldehyde synthesis)....Pages 303-304 Riley oxidation (Selenium dioxide oxidation)....Pages 305-305 Ring-closing metathesis (RCM) using Grubbs and Schrock catalysts....Pages 306-307 Ritter reaction....Pages 308-308 Robinson annulation....Pages 309-309 Robinson-Schöpf reaction....Pages 310-311 Roush allylboronate reagent....Pages 312-312 Rubottom oxidation....Pages 313-313 Rupe rearrangement....Pages 314-314 Rychnovsky polyol synthesis....Pages 315-316 Sakurai allylation reaction (Hosomi-Sakurai reaction)....Pages 317-318 Sandmeyer reaction....Pages 319-319 Sarett oxidation....Pages 320-320 Schiemann reaction (Balz-Schiemann reaction)....Pages 321-321 Schlosser modification of the Wittig reaction....Pages 322-322 Schmidt reaction....Pages 323-323 Schmidt’s trichloroacetimidate glycosidation reaction....Pages 324-325 Scholl reaction....Pages 326-327 Schöpf reaction....Pages 328-328 Schotten-Baumann reaction....Pages 329-329 Shapiro reaction....Pages 330-330 Sharpless asymmetric aminohydroxylation....Pages 331-332 Sharpless asymmetric epoxidation....Pages 333-334 Sharpless dihydroxylation....Pages 335-337 Shi asymmetric epoxidation....Pages 338-339 Simmons-Smith reaction....Pages 340-340 Simonini reaction....Pages 341-341 Simonis chromone cyclization....Pages 342-343 Skraup quinoline synthesis....Pages 344-345 Smiles rearrangement....Pages 346-346 Sommelet reaction....Pages 347-348 Sommelet—Hauser (ammonium ylide) rearrangement....Pages 349-349 Sonogashira reaction....Pages 350-351 Staudinger reaction....Pages 352-352 Stetter reaction (Michael—Stetter reaction)....Pages 353-354 Stevens rearrangement....Pages 355-356 Stieglitz rearrangement....Pages 357-357 Still—Gennari phosphonate reaction....Pages 358-358 Stille coupling....Pages 359-359 Stille—Kelly reaction....Pages 360-361 Stobbe condensation....Pages 362-362 Stollé synthesis....Pages 363-363 Stork enamine reaction....Pages 364-364 Strecker amino acid synthesis....Pages 365-366 Suzuki coupling....Pages 367-367 Swern oxidation....Pages 368-369 Tamao—Kumada oxidation....Pages 370-370 Tebbe olefination (Petasis alkenylation)....Pages 371-371 Thorpe-Ziegler reaction....Pages 372-372 Tiemann rearrangement....Pages 373-373 Tiffeneau-Demjanov rearrangement....Pages 374-374 Tishchenko reaction....Pages 375-375 Tollens reaction....Pages 376-376 Tsuji—Trost reaction....Pages 377-377 Ueno—Stork cyclization....Pages 378-378 Ugi reaction....Pages 379-379 Ullmann reaction....Pages 380-380 Vilsmeier—Haack reaction....Pages 381-382 von Braun reaction....Pages 383-383 von Richter reaction....Pages 384-384 Wacker oxidation....Pages 385-385 Wagner-Meerwein rearrangement....Pages 386-386 Wallach rearrangement....Pages 387-387 Weinreb amide....Pages 388-388 Weiss reaction....Pages 389-390 Wharton oxygen transposition reaction....Pages 391-391 Willgerodt-Kindler reaction....Pages 392-395 Wittig reaction....Pages 396-396 [1,2]-Wittig rearrangement....Pages 397-397 [2,3]-Wittig rearrangement....Pages 398-398 Wohl-Ziegler reaction....Pages 399-399 Wolff rearrangement....Pages 400-400 Wolff-Kishner reduction....Pages 401-401 Woodward cis -dihydroxylation....Pages 402-402 Yamada coupling reagent....Pages 403-403 Yamaguchi esterification....Pages 404-405 Zaitsev elimination....Pages 406-406 Zinin benzidine rearrangement (semidine rearrangement)....Pages 407-408 Back Matter....Pages 409-417 "The third edition contains major improvements over the previous edition. In addition to updated references, each reaction is now supplemented with two to three representative examples in synthesis to showcase its synthetic utility. Biographical sketches for the chemists who discovered or developed those name reactions have been included. Furthermore, the subject index is significantly expanded." "Different from other books on name reactions in organic chemistry, Name Reactions, A Collection of Detailed Reaction Mechanisms focuses on their mechanisms. It covers over 300 classical as well as contemporary name reactions. Each reaction is delineated by its detailed step-by-step, electron-pushing mechanism, supplemented with the original and the latest references, especially review articles. Thus, it is not only an indispensable resource for senior undergraduate and graduate students for learning and exams, but also a good reference book for all chemists interested in name reactions."--Jacket This book differs from others on name reactions in organic chemistry by focusing on their mechanisms. It covers over 300 classical as well as contemporary name reactions. Biographical sketches for the chemists who discovered or developed those name reactions have been included. Each reaction is delineated by its detailed step-by-step, electron-pushing mechanism, supplemented with the original and the latest references, especially review articles. This book contains major improvements over the previous edition and the subject index is significantly expanded.