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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 wikiPageRevisionID "596244536".
- Banert_cascade hasPhotoCollection Banert_cascade.
- Banert_cascade subject Category:Heterocycle_forming_reactions.
- Banert_cascade subject Category:Name_reactions.
- Banert_cascade subject Category:Rearrangement_reactions.
- Banert_cascade type ChemicalProcess113446390.
- Banert_cascade type ChemicalReaction113447361.
- Banert_cascade type NameReactions.
- Banert_cascade type NaturalProcess113518963.
- Banert_cascade type PhysicalEntity100001930.
- Banert_cascade type Process100029677.
- Banert_cascade type RearrangementReactions.
- 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 label "Banert反应".
- Banert_cascade sameAs m.06n454.
- Banert_cascade sameAs Q4854840.
- Banert_cascade sameAs Q4854840.
- Banert_cascade sameAs Banert_cascade.
- Banert_cascade wasDerivedFrom Banert_cascade?oldid=596244536.
- Banert_cascade depiction BanertCascade.png.
- Banert_cascade isPrimaryTopicOf Banert_cascade.