10354-43-5Relevant articles and documents
Solution-phase parallel synthesis using ion-exchange resins
Suto, Mark J.,Gayo-Fung, Leah M.,Palanki, Moorthy S. S.,Sullivan, Robert
, p. 4141 - 4150 (1998)
Ion-exchange resins are useful as scavengers in solution-phase parallel synthesis. Ester and amide libraries have been generated using basic ion- exchange resins to facilitate the formation of products and to remove reaction byproducts. Acidic ion-exchang
Direct synthesis of amides from coupling of alcohols and amines catalyzed by ruthenium(II) thiocarboxamide complexes under aerobic conditions
Sindhuja, Elangovan,Ramesh, Rengan,Balaji, Sundarraman,Liu, Yu
, p. 4269 - 4278 (2014)
Four octahedral ruthenium(II) thiocarboxamide complexes of the general formula [RuClCO(AsPh3)2(L)] (L = N-substituted pyridine-2-thiocarboxamide) incorporating carbonyl and triphenylarsine have been synthesized from the reaction of 1 equiv of ruthenium precursor [RuHClCO(AsPh3)3] with 1 equiv of thiocarboxamide ligands in refluxing ethanol in the presence of base. All the new complexes have been fully characterized by means of elemental analysis, IR, UV-vis, and NMR spectral methods. Molecular structures of all the complexes were determined by X-ray crystallography, which confirm the coordination mode of thiocarboxamide and reveal the presence of a distorted octahedral geometry around the Ru ion. All the ruthenium(II) thiocarboxamide complexes were generated as highly efficient catalysts for synthesis of secondary or tertiary amides by coupling of amines and alcohols with low catalyst loading, and the maximum yield was obtained up to 97%. The coupling reaction can be readily carried out under mild aerobic conditions, and release of water is the only byproduct. Further, the effect of substituents of the ligand, solvents, reaction temperature, time, and catalyst loading on the catalytic activity of the complexes has been investigated. A plausible mechanism is proposed for the synthesis of amides via hemiaminal as intermediate through an oxidation of an alcohol to aldehyde.
Solvent-free synthesis of amides from non-enolizable esters and amines using microwave irradiation
Varma, Rajender S.,Naicker, Kannan P.
, p. 6177 - 6180 (1999)
An efficient solid state synthesis of amides is described from non- enolizable esters and amines using potassium tert-butoxide under microwave irradiation conditions.
Ion-exchange resins for solution phase parallel synthesis of chemical libraries
Gayo, Leah M.,Suto, Mark J.
, p. 513 - 516 (1997)
Described are various techniques that employ ion-exchange resins for the solution-phase synthesis of chemical libraries. We have found these resins to be useful as reagents and/or scavengers in a variety of reactions. Nine basic ion-exchange resins were e
N -Heterocyclic carbene (NHC) catalyzed amidation of aldehydes with amines via the tandem N -hydroxysuccinimide ester formation
Singh, Ashmita,Narula
, p. 7486 - 7490 (2021/05/13)
A facile method for the amidation of aldehydes by a cascade approach was developed. This methodology, reported for the first time, uses a N-heterocyclic carbene (NHC) as the catalyst, and N-hydroxysuccinimide (NHS) mediated synthesis of amides utilising TBHP as the oxidant. Various substituted aldehydes reacted smoothly with NHS giving the corresponding active esters in moderate to good yields, which facilely converted into amides in one pot. In addition, the drug moclobemide was synthesized to represent the practical utility of the developed methodology. This journal is
Reductive N-alkylation of primary amides using nickel-nanoparticles
Alenad, Asma M.,Alshammari, Ahmad S.,Jagadeesh, Rajenahally V.,Murugesan, Kathiravan,Sohail, Manzar
, (2021/11/22)
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.
