Deoxygenation of tertiary amine N-oxides under metal free condition using phenylboronic acid

I2/K2S2O8: An Unprecedented Deoxygenating System for N‐Oxides and Sulfoxides

“…Very recently, scientists found the new role of N‐oxides as a oxidant in gold catalyzed reactions of alkynes . During the last few decades, many types of methods have been developed to reduce N‐oxides to their corresponding amines, among them, a variety of catalysts including boronic acid, B(C 6 F 5 ) 3 /hydrosilanes, CuI, Zn/NH 4 Cl, Pd−C/HCOONH 4 , In/NH 4 Cl, etc have been used. Other reagents such as sulfur reagents, phosphorus reagents, were also used for deoxygenation.…”

Amine Oxidation by Electrochemically Generated Peroxodicarbonate

“…Unfortunately, the direct electrochemical synthesis of hydrogen peroxide by oxidation of water is not yet viable on a large scale, 10 not even via persulfates. 11 In 1896, von Hansen and Constam discovered that the electrolysis of aqueous potassium carbonate with platinum electrodes at low temperatures leads to peroxodicarbonate, which seemed to have great potential as a sustainable, green oxidizer. 12 However, the obtained product was initially referred to as "percarbonate".…”

Metal‐Free Deoxygenation of Amine N‐Oxides: Synthetic and Mechanistic Studies

“…of silane affording 3 zb in 64 % yield. It should be noted that a similar chemoselective approach has recently been reported by Kim and Lee, where [Ru(bpy) 3 ]−Cl 2 ⋅ 6H 2 O was used as a photocatalyst in the presence of excess of hydrazine hydrate, which serves as reductive quencher and hydrogen source [6g] …”