Best Synthetic Methods: Acetylenes, Allenes and CumulenesLambert Brandsma Elsevier, 16.12.2003 - 502 Seiten There is a vast and often bewildering array of synthetic methods and reagents available to organic chemists today. The Best Synthetic Methods series allows any scientist who is interested in the chemical transformations of molecules to choose between all the alternatives and assess their real advantages and limitations. With the emphasis on laboratory use, these volumes represent a comprehensive and practical guide to modern synthetic organic chemistry. Best Synthetic Methods: Acetylenes, Allenes and Cumulenes is the product of the author's many years practical experience and reading of the original literature. It contains a valuable distillation and critical evaluation of the Best Synthetic Methods for the formation and reaction of molecules containing carbon-carbon triple bonds or cumulative carbon-carbon double bonds. A brief review of each area is provided, but the emphasis in all cases is on describing efficient practical methods to effect the transformations described. The reader can therefore use this book to rapidly review and select the best methods of performing a synthetic conversion to create or modify a molecule containing an acetylene, allene or cumulene functionality. In addition, the documentation of a large number of experimental recipes enables the user to synthesise an unsaturated molecule without the need to access to the original literature. - Reviews and evaluates the various methods for the formation and reaction of acetylenes, cumulenes and allenes - Provides detailed practical experimental for many important reactions - General tips and analytical data are provided from the author's own extensive research in this area |
Inhalt
| 1 | |
| 11 | |
Chapter 3 Generation of Metallated Acetylenes Allenes and Cumulenes | 25 |
Chapter 4 Reactions of Metallated Acetylenes and Allenes with Alkylating Agents | 85 |
Chapter 5 Reactions with Aldehydes and Ketones | 119 |
Chapter 6 Carboxylation Acylation and Related Reactions | 135 |
Chapter 7 Silylation Stannylation and Phosphorylation | 161 |
Chapter 8 Sulphenylation and Related Reactions | 175 |
Chapter 13 Aminoalkylation of Acetylenic Compounds | 267 |
Chapter 14 Crosscoupling between 1Alkynes and 1Bromo1alkynes | 273 |
Chapter 15 Copper HalideCatalysed Oxidative Coupling of Acetylenes | 281 |
Chapter 16 Transition MetalsCatalysed Couplings of Acetylenes with sp2Halides | 293 |
Chapter 17 BaseCatalysed Isomerisations of Acetylenic Compounds | 319 |
Chapter 18 Allenic Compounds by 23 and 33Sigmatropic Rearrangements | 341 |
Chapter 19 Miscellaneous Reactions of Acetylenic and Allenic Compounds | 353 |
Chapter 20 Transformation of Functional Groups in Acetylenic and Allenic Compounds | 369 |
Chapter 9 Halogenation of Acetylenes | 191 |
Chapter 10 Acetylenes Allenes and Cumulenes by Elimination Reactions | 203 |
Chapter 11 Cumulenes by Dehalogenation of Geminal Dihalogenocyclopropanes | 229 |
Chapter 12 Acetylenic and Allenic Derivatives by Substitution on sp and sp2Carbon | 235 |
1H and 13CNMR Chemical Shifts of Acetylenic Allenic and Cumulenic Compounds | 427 |
ClassCompoundMethod Index | 431 |
Complementary Subject Index | 455 |
Andere Ausgaben - Alle anzeigen
Synthesis of Acetylenes, Allenes and Cumulenes: Methods and Techniques H. D. Verkruijsse Keine Leseprobe verfügbar - 2004 |
Häufige Begriffe und Wortgruppen
40-cm Vigreux column acetylenic acetylide acid added dropwise addition alkyl allenic amine ammonia ammonium chloride anhydrous Apparatus aqueous layer bath is removed Brandsma BuLi Chapter Chem Chim combined organic solutions compound concentrated under reduced cooled to rt cooling bath copper(I CuBr cumulenic diethylamine diyne DMSO dried over magnesium dried over MgSO4 dropping funnel Et₂O ethanol excellent yield excess extractions with Et2O Figure halides heating hexane ice water isomerisation keeping the temperature layer is extracted liquid ammonia lithiated lithium litre magnesium sulphate methyl ml of Et2O ml of hexane ml of THF ml of water molar NH4Cl Note obtained occasional cooling Pays-Bas pentane potassium powder prepared Procedure propargyl alcohol propargyl bromide pyridine reaction mixture reagents Recl reduced pressure reflux condenser remaining liquid round-bottomed flask Scale small amount sodamide sodium solution of 0.10 solvent sulphide suspension t-BuOK TMEDA Torr Trav vigorous stirring Vigreux column
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Seite 12 - In carrying out the dry distillation both of animal and vegetable substances, great care should be taken to keep the temperature as low as possible...
