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- Banert_cascade abstract "The Banert cascade is an organic reaction in which an NH-1,2,3-triazole is prepared from a propargyl halide or sulfate and sodium azide in a dioxane- water mixture at elevated temperatures. This cascade reaction is unusual because it consists of two consecutive rearrangement reactions.The starting material is prepared from propargyl chloride and an aldehyde or ketone such as acetaldehyde. In the first step an azido compound is formed in situ in a nucleophilic displacement of chloride by the azide ion. A (3,3)Sigmatropic reaction takes place between the azide and the alkyne to the allenyl azide. This allene rearranges to the triazafulvene in a 6 pi electrocyclization. The exocyclic alkene in this intermediate is very electrophilic because the triazole group has a dipole moment of 5 debye. The reaction sequence concludes with nucleophilic attack of a second azide ion on this alkene with more double bond rearrangements and proton abstraction from a proton source.".
- Banert_cascade thumbnail BanertCascade.png?width=300.
- Banert_cascade wikiPageID "2115222".
- Banert_cascade wikiPageLength "1529".
- Banert_cascade wikiPageOutDegree "33".
- Banert_cascade wikiPageRevisionID "596244536".
- Banert_cascade wikiPageWikiLink 1,2,3-Triazole.
- Banert_cascade wikiPageWikiLink 1,4-Dioxane.
- Banert_cascade wikiPageWikiLink Acetaldehyde.
- Banert_cascade wikiPageWikiLink Aldehyde.
- Banert_cascade wikiPageWikiLink Alicyclic_compound.
- Banert_cascade wikiPageWikiLink Alkene.
- Banert_cascade wikiPageWikiLink Alkyne.
- Banert_cascade wikiPageWikiLink Allene.
- Banert_cascade wikiPageWikiLink Azide.
- Banert_cascade wikiPageWikiLink Bond_dipole_moment.
- Banert_cascade wikiPageWikiLink Cascade_reaction.
- Banert_cascade wikiPageWikiLink Category:Heterocycle_forming_reactions.
- Banert_cascade wikiPageWikiLink Category:Name_reactions.
- Banert_cascade wikiPageWikiLink Category:Rearrangement_reactions.
- Banert_cascade wikiPageWikiLink Chemische_Berichte.
- Banert_cascade wikiPageWikiLink Debye.
- Banert_cascade wikiPageWikiLink Electrocyclic_reaction.
- Banert_cascade wikiPageWikiLink Halide.
- Banert_cascade wikiPageWikiLink In_situ.
- Banert_cascade wikiPageWikiLink Karl_Barry_Sharpless.
- Banert_cascade wikiPageWikiLink Ketone.
- Banert_cascade wikiPageWikiLink Nucleophile.
- Banert_cascade wikiPageWikiLink Nucleophilic_substitution.
- Banert_cascade wikiPageWikiLink Organic_reaction.
- Banert_cascade wikiPageWikiLink Propargyl.
- Banert_cascade wikiPageWikiLink Propargyl_chloride.
- Banert_cascade wikiPageWikiLink Rearrangement_reaction.
- Banert_cascade wikiPageWikiLink Sigmatropic_reaction.
- Banert_cascade wikiPageWikiLink Sodium_azide.
- Banert_cascade wikiPageWikiLink Sulfate.
- Banert_cascade wikiPageWikiLink File:BanertCascade.png.
- Banert_cascade wikiPageWikiLinkText "Banert cascade".
- Banert_cascade wikiPageUsesTemplate Template:DOI.
- Banert_cascade subject Category:Heterocycle_forming_reactions.
- Banert_cascade subject Category:Name_reactions.
- Banert_cascade subject Category:Rearrangement_reactions.
- Banert_cascade hypernym Reaction.
- Banert_cascade type Disease.
- Banert_cascade type Eponym.
- Banert_cascade type Reaction.
- Banert_cascade comment "The Banert cascade is an organic reaction in which an NH-1,2,3-triazole is prepared from a propargyl halide or sulfate and sodium azide in a dioxane- water mixture at elevated temperatures. This cascade reaction is unusual because it consists of two consecutive rearrangement reactions.The starting material is prepared from propargyl chloride and an aldehyde or ketone such as acetaldehyde.".
- Banert_cascade label "Banert cascade".
- Banert_cascade sameAs Q4854840.
- Banert_cascade sameAs m.06n454.
- Banert_cascade sameAs Q4854840.
- Banert_cascade sameAs Banert反应.
- Banert_cascade wasDerivedFrom Banert_cascade?oldid=596244536.
- Banert_cascade depiction BanertCascade.png.
- Banert_cascade isPrimaryTopicOf Banert_cascade.