Solvent‐Free N‐Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica–Alumina

Abstract

The N‐alkylation of phenylacetamide with benzyl alcohol has been studied using Ni/SiO2–Al2O3. In the optimized conditions, the desired product was isolated in an excellent 98 % yield. The reaction could advantageously be performed in neat conditions, with a slight excess of amide and a catalytic amount of base. These conditions were tested on a large range of amides and alcohols, affording 24 compounds in 13 to 99 % isolated yields.

Chemoselective and ligand‐free aerobic oxidation of benzylic alcohols to carbonyl compounds using alumina‐supported mesoporous nickel nanoparticle as an efficient recyclable heterogeneous catalyst

“…The diffraction peaks observed at 45.4 (111), 55.3 (200), 77.5 (220), and 95.6 (222) attributed to the metallic Ni phase, and other characteristic peaks observed at 37.3 (111), 42.8 (200), 60.9 (220), 72.3 (331), and 85.4 (222) were assigned to the presence of NiO phase. [32] The observed results are closely matched with the theoretical values from metallic Ni (cubic structure, JCPDS# 01-071-3740) and NiO (cubic structure, JCPDS# 01-089-3080).…”

Integrated design of an amination process of lignin oxygenated model compounds to synthesize cyclohexylamine: catalyst nanostructure engineering and catalytic conditional strategy

“…Fe 10 Pd 1 /NC500 and Ni/ SiO 2 -Al 2 O 3 successfully catalyzed the amination reaction of CHOL in a solvent-free environment to obtain the corresponding aminated products. 103,129…”

The Recent Progress on Supported and Recyclable Nickel Catalysts towards Organic Transformations: A Review

“…Recently, Charvieux et al has demonstrated solvent-free novel NÀ Alkylation of amides with alcohols by employing 10 mol % silicaÀ Alumina supported Nickel as an effective and recoverable catalyst. [93] The broad substrate scope was explored as a range of different aliphatic and aromatic amide took part in the reaction. For electron-donating benzyl alcohols, a high reaction rate and yield were observed.However, a slight decrease in the yield of the products was reported for the substrate benzyl alcohols with electron-withdrawing groups.…”

“…Recently, Charvieux et al. has demonstrated solvent‐free novel N−Alkylation of amides with alcohols by employing 10 mol % silica−Alumina supported Nickel as an effective and recoverable catalyst [93] . The broad substrate scope was explored as a range of different aliphatic and aromatic amide took part in the reaction.…”