Fluoroalkylated 2-ylamino-imidazoles have been synthesized by reaction of 3-amino-5-phenyl-1,2,4-oxadiazole with fluorinated b-dicarbonyl compounds and subsequent base-induced BoultoneKatritzky Rearrangement (BKR) of the isolated b-enaminocarbonyl intermediate. Alternatively, one-pot reactions performed in the presence of Montmorillonite K10 favoured the condensation at the 3-amino moiety of the oxadiazole and, in some cases, allowed the direct synthesis of 2-benzoylamino-imidazoles. Hydrolysis of 2-benzoylamino-imidazoles easily yielded fluorinated 2-amino-imidazoles targets.
|Data di pubblicazione:||2008|
|Titolo:||Synthesis of trifluoromethylated 2-benzoyl- and 3-aminoimidazoles from ring rearrangement of 1,2,4-oxadiazole derivative|
|Autori:||PALUMBO PICCIONELLO A; PACE A; BUSCEMI S; VIVONA N; PANI M|
|Tipologia:||Articolo su rivista|
|Citazione:||PALUMBO PICCIONELLO A, PACE A, BUSCEMI S, VIVONA N, & PANI M (2008). Synthesis of trifluoromethylated 2-benzoyl- and 3-aminoimidazoles from ring rearrangement of 1,2,4-oxadiazole derivative. TETRAHEDRON, 64, 4004-4010.|
|Digital Object Identifier (DOI):||10.1016/j.tet.2008.02.047|
|Appare nelle tipologie:||01 - Articolo su rivista|