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Upstream product

• 55-21-0 benzamide 
• 3218-36-8 4-Phenylbenzaldehyde 
• 3597-91-9 biphenyl-4-yl methanol 
• 712-76-5 N-(4-phenyl)benzylamine 
• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 100-47-0 benzonitrile 

Relevant academic research and scientific papers

Reductive N-alkylation of primary amides using nickel-nanoparticles

Here we report Ni-nanoparticles as reusable catalysts for reductive N-alkylation of amides. These Ni-nanoparticles based catalysts have been prepared by the template synthesis of tartaric acid and 2-methyl imidazole ligated Ni-complex on SiO2 and subsequent pyrolysis under argon. Applying optimal Ni-nanostructured catalyst, N-alkylation of aromatic and heterocyclic primary amides with different aldehydes in presence of molecular hydrogen was performed to access structurally diverse N-alkylated amides in good to excellent yields. In addition, the applicability of this N-alkylation protocol has been demonstrated for the selective functionalization of primary amide group in Levetiracetam drug.

The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C–N bond formation

Several novel pyridine-oxadiazole iridium complexes were synthesized and characterized through X-ray crystallography. The designed iridium complexes revealed surprisingly high catalytic activity in C–N bondformation of amides and benzyl alcohols with the assistance of non-coordinating anions. In an attempt to achieve borrowing hydrogen reactions of amides with benzyl alcohols, N,N'-(phenylmethylene)dibenzamide products were unexpectedly isolated under non-coordinating anion conditions, whereas N-benzylbenzamide products were achieved in the absence of non-coordinating anions. The mechanism explorations excluded the possibility of “silver effect” (silver-assisted or bimetallic catalysis) and revealed that the reactivity of iridium catalyst was varied by non-coordinating anions. This work provided a convenient and useful methodology that allowed the iridium complex to be a chemoselective catalyst and demonstrated the first example of non-coordinating-anion-tuned selective C–N bond formation

Solvent-free, base-free microwave-mediated iridium-catalyzed N-alkylation of amides with alcohols

Solvent-free, base-free microwave-mediated (CpIrCl2) 2-catalyzed conditions for the N-alkylation of amides with alcohols have been developed. A series of primary and secondary alcohols have been shown to produce high yields of N-alkyl arylamides and N-alkyl alkylamides.

Trimethylaluminium-facilitated direct amidation of carboxylic acids

Free carboxylic acids are converted into amides in moderate to high yields in the presence of a stoichiometric amount of trimethylaluminium and amines at 90°C after 1 hour. Georg Thieme Verlag Stuttgart - New York.

Substituent effect on exo stereoselectivity in the 1,3-dipolar cycloaddition reaction of tulipalin A with nitrile ylides

(Chemical Equation Presented) 1,3-Dipolar cycloaddition reactions of dihydro-3-methylene-2(3H)-furanone (tulipalin A) with various benzonitrile(p-X-benzylide) ylides prefer formation of exo-cycloadducts in the extent corresponding to an increasing electron donor character of the substituent X in the para-position of the benzylide phenyl ring of the 1,3-dipolar reagent. The substituent effect on diastereoselectivity of the 1,3-DC reaction is rationalized in terms of CH/π interaction between the dipole and the dipolarophile in an exo-transition state. The determining role of such an interaction is demonstrated by the correlation of the observed diastereoselectivities with substituent Hammett σ constants, which shows a small negative ρ value. A certain contribution of CO/π interaction between the lactone carbonyl and the substituted phenyl ring to mediation of the substituent effect is also discussed. The energy profiles of both reaction pathways were analyzed using DFT and RI-MP2 theoretical approaches. Calculated energy and structural differences between located transition states are consistent with reaction diastereoselectivities.

Facile conversion of alcohols into N-substituted amides by magnesium hydrogensulfate under heterogeneous conditions

Different classes of alcohols react efficiently with nitriles in the presence of magnesium hydrogensulfate, Mg(HSO4)2, to produce amides in high yields.