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- Madelung_synthesis abstract "The Madelung synthesis is a chemical reaction that produces (substituted or unsubstituted) indoles by the intramolecular cyclization of N-phenylamides using strong base at high temperature. The Madelung synthesis was reported in 1912 by Walter Madelung, when he observed that 2-phenylindole was synthesized using N-benzoyl-o-toluidine and two equivalents of sodium ethoxide in a heated, airless, reaction. Common reaction conditions include use of sodium or potassium alkoxide as base in hexane or tetrahydrofuran solvents, at temperatures ranging between 200-400 °C. A hydrolysis step is also required in the synthesis. The Madelung synthesis is important because it is one of few known reactions that produce indoles from a base-catalyzed thermal cyclization of N-acyl-o-toluidines. The overall reaction for the Madelung synthesis follows.".
- Madelung_synthesis thumbnail Madelung_overall_paint.png?width=300.
- Madelung_synthesis wikiPageExternalLink indacene.
- Madelung_synthesis wikiPageExternalLink enolizable-ketone.
- Madelung_synthesis wikiPageExternalLink Chemical-Structure.10409660.html.
- Madelung_synthesis wikiPageID "2331112".
- Madelung_synthesis wikiPageLength "11101".
- Madelung_synthesis wikiPageOutDegree "67".
- Madelung_synthesis wikiPageRevisionID "706618917".
- Madelung_synthesis wikiPageWikiLink Alkoxide.
- Madelung_synthesis wikiPageWikiLink Alkyl.
- Madelung_synthesis wikiPageWikiLink Amide.
- Madelung_synthesis wikiPageWikiLink Aniline.
- Madelung_synthesis wikiPageWikiLink Arene_substitution_pattern.
- Madelung_synthesis wikiPageWikiLink Aromaticity.
- Madelung_synthesis wikiPageWikiLink Benzyl.
- Madelung_synthesis wikiPageWikiLink Bicyclic_molecule.
- Madelung_synthesis wikiPageWikiLink Biochemistry.
- Madelung_synthesis wikiPageWikiLink Butyllithium.
- Madelung_synthesis wikiPageWikiLink Carbanion.
- Madelung_synthesis wikiPageWikiLink Carbon.
- Madelung_synthesis wikiPageWikiLink Carbonyl.
- Madelung_synthesis wikiPageWikiLink Carboxylic_acid.
- Madelung_synthesis wikiPageWikiLink Category:Indole_forming_reactions.
- Madelung_synthesis wikiPageWikiLink Category:Intramolecular_condensation_reactions.
- Madelung_synthesis wikiPageWikiLink Category:Name_reactions.
- Madelung_synthesis wikiPageWikiLink Chemical_industry.
- Madelung_synthesis wikiPageWikiLink Chemical_reaction.
- Madelung_synthesis wikiPageWikiLink Chemistry.
- Madelung_synthesis wikiPageWikiLink Electrophile.
- Madelung_synthesis wikiPageWikiLink Electrophilic_aromatic_substitution.
- Madelung_synthesis wikiPageWikiLink Elimination_reaction.
- Madelung_synthesis wikiPageWikiLink Ergot.
- Madelung_synthesis wikiPageWikiLink Ester.
- Madelung_synthesis wikiPageWikiLink Halide.
- Madelung_synthesis wikiPageWikiLink Heteroatom.
- Madelung_synthesis wikiPageWikiLink Hexane.
- Madelung_synthesis wikiPageWikiLink Hydrogen.
- Madelung_synthesis wikiPageWikiLink Hydrolysis.
- Madelung_synthesis wikiPageWikiLink Indole.
- Madelung_synthesis wikiPageWikiLink Intramolecular_reaction.
- Madelung_synthesis wikiPageWikiLink Keto–enol_tautomerism.
- Madelung_synthesis wikiPageWikiLink Lactone.
- Madelung_synthesis wikiPageWikiLink Leaving_group.
- Madelung_synthesis wikiPageWikiLink Lithium_diisopropylamide.
- Madelung_synthesis wikiPageWikiLink Livestock.
- Madelung_synthesis wikiPageWikiLink Lone_pair.
- Madelung_synthesis wikiPageWikiLink Methoxy.
- Madelung_synthesis wikiPageWikiLink Nitrogen.
- Madelung_synthesis wikiPageWikiLink Nucleophile.
- Madelung_synthesis wikiPageWikiLink OLED.
- Madelung_synthesis wikiPageWikiLink Organolithium_reagent.
- Madelung_synthesis wikiPageWikiLink Oxygen.
- Madelung_synthesis wikiPageWikiLink Peterson_olefination.
- Madelung_synthesis wikiPageWikiLink Pi_bond.
- Madelung_synthesis wikiPageWikiLink Polar_effect.
- Madelung_synthesis wikiPageWikiLink Potassium.
- Madelung_synthesis wikiPageWikiLink Silicon.
- Madelung_synthesis wikiPageWikiLink Sodium.
- Madelung_synthesis wikiPageWikiLink Sodium_ethoxide.
- Madelung_synthesis wikiPageWikiLink Tetrahydrofuran.
- Madelung_synthesis wikiPageWikiLink Toluidine.
- Madelung_synthesis wikiPageWikiLink Trimethylsilyl.
- Madelung_synthesis wikiPageWikiLink File:(-)-Penitrem_D.png.
- Madelung_synthesis wikiPageWikiLink File:Application_of_Madelung_synthesis_for_an_intermediate_to_(-)-penitrem_D.png.
- Madelung_synthesis wikiPageWikiLink File:Indacene_reaction.png.
- Madelung_synthesis wikiPageWikiLink File:Madelung_overall_paint.png.
- Madelung_synthesis wikiPageWikiLink File:Madelung_synthesis.png.
- Madelung_synthesis wikiPageWikiLink File:Smith_Indole_Synthesis_Mechanism.png.
- Madelung_synthesis wikiPageWikiLinkText "Madelung synthesis".
- Madelung_synthesis wikiPageWikiLinkText "Madelung".
- Madelung_synthesis subject Category:Indole_forming_reactions.
- Madelung_synthesis subject Category:Intramolecular_condensation_reactions.
- Madelung_synthesis subject Category:Name_reactions.
- Madelung_synthesis hypernym Reaction.
- Madelung_synthesis type Disease.
- Madelung_synthesis type Eponym.
- Madelung_synthesis type Reaction.
- Madelung_synthesis comment "The Madelung synthesis is a chemical reaction that produces (substituted or unsubstituted) indoles by the intramolecular cyclization of N-phenylamides using strong base at high temperature. The Madelung synthesis was reported in 1912 by Walter Madelung, when he observed that 2-phenylindole was synthesized using N-benzoyl-o-toluidine and two equivalents of sodium ethoxide in a heated, airless, reaction.".
- Madelung_synthesis label "Madelung synthesis".
- Madelung_synthesis sameAs Q2632831.
- Madelung_synthesis sameAs اصطناع_ماديلونغ.
- Madelung_synthesis sameAs Madelung-Indolsynthese.
- Madelung_synthesis sameAs Synthèse_de_Madelung.
- Madelung_synthesis sameAs Sintesi_di_Madelung_dellindolo.
- Madelung_synthesis sameAs Madelung-synthese.
- Madelung_synthesis sameAs m.0749sr.
- Madelung_synthesis sameAs Q2632831.
- Madelung_synthesis sameAs Madelung合成.
- Madelung_synthesis wasDerivedFrom Madelung_synthesis?oldid=706618917.
- Madelung_synthesis depiction Madelung_overall_paint.png.
- Madelung_synthesis isPrimaryTopicOf Madelung_synthesis.