Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Wolff–Kishner_reduction> ?p ?o }
- Wolff–Kishner_reduction abstract "The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step. As such, there is no obvious retron for this reaction. Originally reported by Nikolai Kischner in 1911 and Ludwig Wolff in 1912, it has been applied to the total synthesis of scopadulcic acid B, aspidospermidine and dysidiolide.In general, the reaction mechanism first involves the in situ generation of a hydrazone by condensation of hydrazine with the ketone or aldehyde substrate. Sometimes it is however advantageous to use a pre-formed hydrazone as substrate (see modifications). The hydrazone is deprotonated by alkoxide base followed by a concerted, rate-determining step in which a diimide anion is formed. Collapse of this alkyldiimde with loss of N2 leads to formation of an alkylanion which can be protonated by solvent to give the desired product.Because the Wolff–Kishner reduction requires highly basic conditions, it is unsuitable for base-sensitive substrates. However, this method can be superior over the related Clemmensen reduction for acid-sensitive compounds such as pyrroles and for high-molecular weight compounds.".
- Wolff–Kishner_reduction thumbnail Wolff-Kishner-reaction_scheme-new.png?width=300.
- Wolff–Kishner_reduction wikiPageID "1216247".
- Wolff–Kishner_reduction wikiPageLength "39493".
- Wolff–Kishner_reduction wikiPageOutDegree "65".
- Wolff–Kishner_reduction wikiPageRevisionID "682823481".
- Wolff–Kishner_reduction wikiPageWikiLink Bredts_rule.
- Wolff–Kishner_reduction wikiPageWikiLink Carbanion.
- Wolff–Kishner_reduction wikiPageWikiLink Carbonyl.
- Wolff–Kishner_reduction wikiPageWikiLink Catecholborane.
- Wolff–Kishner_reduction wikiPageWikiLink Category:Name_reactions.
- Wolff–Kishner_reduction wikiPageWikiLink Category:Organic_redox_reactions.
- Wolff–Kishner_reduction wikiPageWikiLink Clemmensen_reduction.
- Wolff–Kishner_reduction wikiPageWikiLink Crown_ether.
- Wolff–Kishner_reduction wikiPageWikiLink Diethylene_glycol.
- Wolff–Kishner_reduction wikiPageWikiLink Grob_fragmentation.
- Wolff–Kishner_reduction wikiPageWikiLink Hammett_equation.
- Wolff–Kishner_reduction wikiPageWikiLink Huang_Minglon.
- Wolff–Kishner_reduction wikiPageWikiLink Hydrazine.
- Wolff–Kishner_reduction wikiPageWikiLink Hydrazone.
- Wolff–Kishner_reduction wikiPageWikiLink Iminium.
- Wolff–Kishner_reduction wikiPageWikiLink Inductive_effect.
- Wolff–Kishner_reduction wikiPageWikiLink Ludwig_Wolff.
- Wolff–Kishner_reduction wikiPageWikiLink Methylene_group.
- Wolff–Kishner_reduction wikiPageWikiLink Nikolai_Kischner.
- Wolff–Kishner_reduction wikiPageWikiLink Organic_chemistry.
- Wolff–Kishner_reduction wikiPageWikiLink Rate-determining_step.
- Wolff–Kishner_reduction wikiPageWikiLink Semicarbazone.
- Wolff–Kishner_reduction wikiPageWikiLink Shapiro_reaction.
- Wolff–Kishner_reduction wikiPageWikiLink Sodium_cyanoborohydride.
- Wolff–Kishner_reduction wikiPageWikiLink Sodium_triacetoxyborohydride.
- Wolff–Kishner_reduction wikiPageWikiLink Steric_effects.
- Wolff–Kishner_reduction wikiPageWikiLink Tautomer.
- Wolff–Kishner_reduction wikiPageWikiLink Tosylhydrazone.
- Wolff–Kishner_reduction wikiPageWikiLink Triethylene_glycol.
- Wolff–Kishner_reduction wikiPageWikiLink Wharton_reaction.
- Wolff–Kishner_reduction wikiPageWikiLink Wolff–Kishner_reduction.
- Wolff–Kishner_reduction wikiPageWikiLink File:Alternative_mechanism_for_caglioti_reaction-new.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Application1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Application_2.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Application_3.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Application_4.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Application_5.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Azine_formation1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Barton1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Caglioti-mechanism-new.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Caglioti2.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Cram_modification1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Huang-Minlon_modification.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Kishner-Leonard_elim.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Kishner1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Mechanism_of_allylic_diazene_rearrangement1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Myers_modification-new.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Unsaturated_carbonyl2.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Unsaturated_carbonyl_compound-1.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Unsuccessful_substrate-new.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Wolff-K_rearrangement.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Wolff-K_ring_cleavage.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Wolff-Kishner-reaction_scheme-new.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Wolff-Kishner_mechanism-new.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Wolff-Kishner_mechanism-s.png.
- Wolff–Kishner_reduction wikiPageWikiLink File:Wolff-new.png.
- Wolff–Kishner_reduction wikiPageWikiLinkText "Wolff-Kishner reduction".
- Wolff–Kishner_reduction wikiPageWikiLinkText "Wolff–Kishner reduction".
- Wolff–Kishner_reduction wikiPageWikiLinkText "modifications of the Wolff-Kishner reaction".
- Wolff–Kishner_reduction wikiPageWikiLinkText "modifications".
- Wolff–Kishner_reduction name "Wolff-Kishner reduction".
- Wolff–Kishner_reduction namedafter Ludwig_Wolff.
- Wolff–Kishner_reduction namedafter "Nikolai Kischner".
- Wolff–Kishner_reduction type "Organic redox reaction".
- Wolff–Kishner_reduction wikiPageUsesTemplate Template:Reactionbox.
- Wolff–Kishner_reduction wikiPageUsesTemplate Template:Reactionbox_Identifiers.
- Wolff–Kishner_reduction wikiPageUsesTemplate Template:Reflist.
- Wolff–Kishner_reduction subject Category:Name_reactions.
- Wolff–Kishner_reduction subject Category:Organic_redox_reactions.
- Wolff–Kishner_reduction hypernym Reaction.
- Wolff–Kishner_reduction type Disease.
- Wolff–Kishner_reduction type Eponym.
- Wolff–Kishner_reduction type Reaction.
- Wolff–Kishner_reduction type Redirect.
- Wolff–Kishner_reduction comment "The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step. As such, there is no obvious retron for this reaction.".
- Wolff–Kishner_reduction label "Wolff–Kishner reduction".
- Wolff–Kishner_reduction sameAs Q281381.
- Wolff–Kishner_reduction sameAs Reducció_de_Wolff-Kishner.
- Wolff–Kishner_reduction sameAs Wolffova-Kižněrova_redukce.
- Wolff–Kishner_reduction sameAs Wolff-Kishner-Reaktion.
- Wolff–Kishner_reduction sameAs Reducción_de_Wolff-Kishner.
- Wolff–Kishner_reduction sameAs کاهش_ولف–کیشنر.
- Wolff–Kishner_reduction sameAs Réduction_de_Wolff-Kishner.
- Wolff–Kishner_reduction sameAs Կիժներ-Վոլֆի_ռեակցիա.
- Wolff–Kishner_reduction sameAs Riduzione_di_Wolff-Kishner.
- Wolff–Kishner_reduction sameAs ウォルフ・キッシュナー還元.
- Wolff–Kishner_reduction sameAs Wolff-Kishner-reductie.
- Wolff–Kishner_reduction sameAs Redukcja_Wolffa-Kiżnera.
- Wolff–Kishner_reduction sameAs Reação_de_Wolff-Kischner.
- Wolff–Kishner_reduction sameAs m.04j2cl.
- Wolff–Kishner_reduction sameAs Reacție_Wolff-Kishner.
- Wolff–Kishner_reduction sameAs Реакция_Кижнера_—_Вольфа.
- Wolff–Kishner_reduction sameAs Відновлення_за_Кіжнером_—_Вольфом.
- Wolff–Kishner_reduction sameAs Q281381.