1234801-39-8Relevant articles and documents
Exceptionally easy ring cleavage of benzimidazoles by α,β- acetylenic γ-hydroxy nitriles and water
Trofimov, Boris A.,Andriyankova, Ludmila V.,Nikitina, Lina P.,Belyaeva, Kseniya V.,Mal'kina, Anastasiya G.,Afonin, Andrei V.
experimental part, p. 1536 - 1542 (2010/10/20)
The three-component reaction of a benzimidazole with an α,β-acetylenic γ-hydroxy nitrile and water in acetonitrile at 20-25 °C for seven days or at 45-50 °C for six hours results in cleavage of the imidazole ring to afford the corresponding (2-{[(3E)-5-ami-nofuran-3(2H) -ylidene]amino}phenyl)formamide exclusively in 84-99% yield. The synthesis involves multipositional cascade transformations of the intermediate hemiaminals formed from the primary zwitterions and water. Georg Thieme Verlag Stuttgart.
