A Rapid and Practical Protocol for Solvent-Free Reduction of Oximes to Amines with NaBH₄/ZrCl₄/Al₂O₃System

Abstract

Solvent-free reduction of various aldoximes and ketoximes to the corresponding amines was performed easily and efficiently with NaBH 4 in the presence of ZrCl 4 supported on Al 2 O 3 . The reactions were carried out rapidly (within 2 min) at room temperature to afford the amines in high to excellent yields.

An improved and practical synthesis of Fmoc Rink linker

“…Although a number of articles have reported the reduction of oximes to amines, 11–16 the reported methods for the specific compound 7 are few. To the best of our knowledge, only Takahashi and co-workers reported the reduction of this oxime 7 by hydrogenation.…”

Magnetic Fe3O4 nanoparticles as recovery catalyst for preparation of oximes under solvent-free condition

“…Oximes are not only useful for protection, purification, and characterization of carbonyl compounds [1] but also they can serve as intermediates for conversion into nitro compounds [2], amides [3], nitriles [4], and amines [5]. In addition, all compounds that contain the oxime fragment, which represents a pharmacophore group, exhibit diverse biological activities.…”

Síntese de peptóides lineares e cíclicos via reação multicomponente de Ugi e cicloadição Azido/Alcino catalisada por cobre, realizada sob regime de fluxo contínuo

“…(Esquema 21). Apesar de as duas primeiras etapas desta rota terem sido realizadas com êxito, de acordo com procedimentos descritos na literatura,69 na terceira etapa, utilizando uma metodologia de redução da oxima com NaBH4, ZrCl4 e Al2O3,70 não foi possível obter a amina necessária para as reações de formilação e desidratação subseqüentes. Para a redução da oxima ainda foram testadas as condições experimentais com Pd/C 10%, H2 e HCl;71 e NaOH 72.…”