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Handbook of Reagents for Organic Synthesis


Handbook of Reagents for Organic Synthesis

Reagents for Heteroarene Functionalization
1. Aufl.

von: André B. Charette

162,99 €

Verlag: Wiley
Format: EPUB
Veröffentl.: 15.07.2015
ISBN/EAN: 9781118726570
Sprache: englisch
Anzahl Seiten: 824

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Beschreibungen

Heteroarenes are among the most prevalent structural units in natural products, pharmaceuticals, agrochemicals, and other compounds of scientific or commercial interest. In the last decade, a broad range of novel synthetic methods has been developed to not only facilitate construction of the heteroarene motif, but to enable its modification through direct C?H functionalization. This Handbook describes 117 key reagents for selective heteroarene functionalization reactions, including both traditional and transition metal-catalyzed C?H functionalization. Since these reactions typically involve one heteroarene, a coupling partner and a catalyst, the handbook not only focuses on the catalyst itself but also contains other key reaction species. All the information compiled in this volume is also available in electronic format on Wiley Online Library. The 117 reagents represented here are but a small fraction of the ca. 5,000 reagents available in the electronic Encyclopedia of Reagents for Organic Synthesis (e-EROS). e-EROS offers various search interfaces to locate reagents of interest, including chemical structure, substructure and reactions search modes. e-EROS is updated regularly with new and updated entries.
Preface ix Introduction xi Recent Review Articles and Monographs xiii Short Note on InChIs and InChIKeys xv Acetic Anhydride 1 Acetyl Chloride 8 Aluminum Chloride 18 Aluminum Trifluoromethanesulfonate 25 Antimony Trifluoromethanesulfonate 29 Bathophenanthroline 31 1,2-Benzodiazine 34 Benzopyrazole 35 Benzotriazole 39 Bis(allyl)di-?-chlorodipalladium 42 Bis(benzonitrile)dichloropalladium(II) 66 Bis(dibenzylideneacetone)palladium(0) 92 Bis(1,10-phenanthroline)palladium Hexafluorophosphate 107 Bis[tris(1,1-dimethylethyl)-phosphine]palladium 109 Bromine 112 N-Bromosuccinimide 117 n-Butyllithium 127 sec-Butyllithium 143 tert-Butyllithium 155 Butyllithium–Potassium tert-Butoxide 164 Cesium Acetate 173 N-Chlorosuccinimide 175 Copper(II) Acetate 184 Copper(II) Bromide 191 Copper(I) Chloride 197 Copper(II) Chloride 211 Copper(I) Iodide 219 Copper(II) Trifluoroacetate 229 Copper(II) Trifluoromethanesulfonate 230 N-Cyano-4-methyl-N-phenylbenzenesulfonamide 237 Dibenzofuran 241 Dibenzothiophene 243 1,1-Di-tert-butyl Peroxide 247 Di-tert-butyl(methyl)phosphine 252 Di-tert-butyl(methyl)phosphonium Tetrafluoroborate 258 Dichlorobis(acetonitrile) Palladium 264 Dichlorobis(triphenylphosphine)palladium(II) 280 Di-?-chlorotetrakis[(1,2-?)-cyclooctene]diiridium 291 Di-?-methoxobis(1,5-cyclooctadiene)diiridium(I) 292 Dimethyl Diazomalonate 296 (2S,5S)-2-(1,1-Dimethylethyl)-3-methyl-5- (phenylmethyl)-4-imidazolidinone 306 Diphenyliodonium Hexafluorophosphate 310 Diphenyliodonium Triflate 312 Dysprosium Trifluoromethanesulfonate 315 N-fluoro-N-(phenylsulfonyl)benzenesulfonamide 319 1-Fluoro-2,4,6-trimethylpyridinium Tetrafluoroborate 330 Furan 334 Gallium(III) Trifluoromethanesulfonate (Gallium Triflate) 339 Hafnium(IV) Trifluoromethanesulfonate 343 Hypofluorous acid–acetonitrile complex 349 Indium(III) Triflate 355 Indolizine 361 Iron, Bis(pyridine)bis(2-pyridinecarboxylato-N1,O2) 363 Isoindole 366 Isoquinoline 367 Lithium t-Butoxide 371 Lithium Dichloro(1-methylethyl)-magnesate 373 Lithium Dichloro(2,2,6,6-tetramethylpiperidinato)-zincate 375 Magnesium tert-butoxide 379 Manganese(III) Acetate 380 4-Methoxypyridine N-oxide 389 6-Methoxyquinoline-N-oxide 392 2-Methylbenzothiazole 395 N-Methylimidazole 398 N-Methylindole 411 1-[[(4-Methylphenyl)sulfonyl]amino]-pyridinium inner salt 414 Methyltrioxorhenium 415 Nitric Acid 427 4,4,4_,4_,5,5,5_,5_-Octamethyl-2,2_-bi-1,3,2-dioxaborolane 435 1,2,5-Oxadiazole 447 Oxalyl Chloride–Dimethylformamide 448 Oxazole 449 Palladium(II) Acetate 457 Palladium(II) Bromide 491 Palladium(II) Chloride 499 Palladium(?-cinnamyl) Chloride Dimer 516 Palladium Pivalate 517 Pentamethylcyclopentadienylrhodium(III) chloride dimer 519 1,10-Phenanthroline 525 1,10-Phenanthroline, 1-oxide 528 (1,10-Phenanthroline) (trifluoromethyl) (triphenylphosphine)copper 528 Pinacolborane 529 Pivalic Acid 536 Potassium Acetate 545 Propanoic acid, 2-Diazo-, 2-methyl-1- (1-methylethyl)propyl ester 551 Pyridazine 554 Pyridazine N-Oxide 557 Pyridine 559 Pyridine N-Oxide 566 Pyrrole 572 Quinoline 577 Ruthenium Dodecacarbonyltri Triangulo 581 Scandium Trifluoromethanesulfonate 585 Silver(I) Acetate 594 Silver(I) Carbonate 603 Silver(I) Fluoride 612 Silver(I) Nitrate 618 Silver(I) Oxide 628 Silver(I) Trifluoromethanesulfonate 636 Sulfur Trioxide–Pyridine 649 Tetrakis(triphenylphosphine)palladium(0) 651 1,2,4,5-Tetrazine 659 1H-Tetrazole 661 1,2,3-Thiadiazole 662 1,2,4-Thiadiazole 663 2H-1,2,3-Triazole 663 1,2,4-Triazole 665 Tri-tert-butylphosphine 668 Tri-tert-butylphosphonium Tetrafluoroborate 677 Tricyclohexylphosphine 686 (S)-(Trifluoromethyl)diphenylsulfonium Triflate 697 (Trifluoromethyl)tris(triphenylphosphine)-copper 701 Tris(dibenzylideneacetone)dipalladium–Chloroform 703 Tris(1,1,1,3,3,3-hexafluoro-2-propyl)phosphite 709 Yttrium Trifluoromethanesulfonate 711 Zinc Isopropylsulfinate 715 Zinc Trifluoromethanesulfinate 717 List of Contributors 000 Reagent Formula Index 000 Subject Index 000 General Abbreviations

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