551908-65-7Relevant academic research and scientific papers
Method for preparing amide compounds through ionic liquid catalysis in high-pressure environment
-
Paragraph 0099-0102, (2021/01/24)
The invention relates to a method for preparing amide compounds through ionic liquid catalysis in a high-pressure environment. According to the method, ionic liquid 1-ethyl-3-methylimidazolium acetateis used as a catalyst and a solvent, oxygen is used as an oxidizing agent, and aromatic methanol or alkyl alcohol is converted into an amide compound under the conditions of high pressure and heating. The synthesis method provided by the invention has the advantages that the raw material and technical cost is low; compared with other traditional methods, the method is safe, low in toxicity, economical and environmentally friendly; and the method has few steps, is simple and convenient to operate, is beneficial to large-scale synthesis, and has important significance for synthesis of amide compounds and large-scale industrialization of preparation.
N-Heterocyclic carbene-based well-defined ruthenium hydride complexes for direct amide synthesis from alcohols and amines under base-free conditions
Kim, Kunsoon,Kang, Byungjoon,Hong, Soon Hyeok
, p. 4565 - 4569 (2015/06/08)
Readily synthesized, well-defined N-heterocyclic carbene-based ruthenium(II) hydride complexes were developed for amide synthesis from alcohols and amines under base-free conditions. Diverse amides were synthesized in fair-to-excellent yields. In the case of secondary amines, where direct dehydrogenative amidation is not feasible, a catalytic amount of a base was required to promote the transamidation of esters, which are byproducts of alcohol dimerization.
Synthesis and chemoselective ligations of MIDA acylboronates with O-Me hydroxylamines
Noda, Hidetoshi,Bode, Jeffrey W.
, p. 4328 - 4332 (2015/01/08)
N-Methyliminodiacetyl (MIDA) acylboronates undergo chemoselective amide-bond forming ligations in water with O-Me hydroxylamines, including unprotected peptide substrates. These bench-stable boronates were easily prepared from potassium acyltrifluoroborat
Rapid ligations with equimolar reactants in water with the potassium acyltrifluoroborate (KAT) amide formation
Noda, Hidetoshi,Erós, Gábor,Bode, Jeffrey W.
supporting information, p. 5611 - 5614 (2014/05/06)
The identification of fast, chemoselective bond-forming reactions is one of the major contemporary challenges in chemistry. We show that chemoselective amide-forming ligations of potassium acyltrifluoroborates (KATs) and O-carbamoylhydroxylamines proceed in the presence of all unprotected functional groups with a second-order rate constant of 20 M-1 s-1. PEG chains, lipids, biotin, and dyes were introduced onto an unprotected 31-mer peptide (a GLP-1 analogue) with equimolar ratios of reactants within minutes at 1 mM and within 1 h at 100 μM, even with Mw 20 000 PEG. This conjugation reaction provides a new approach to the synthesis of molecules such as protein-protein and protein-polymer conjugates.
Ruthenium-catalyzed redox-neutral and single-step amide synthesis from alcohol and nitrile with complete atom economy
Kang, Byungjoon,Fu, Zhenqian,Hong, Soon Hyeok
supporting information, p. 11704 - 11707 (2013/09/02)
A completely atom-economical and redox-neutral catalytic amide synthesis from an alcohol and a nitrile is realized. The amide C-N bond is efficiently formed between the nitrogen atom of nitrile and the α-carbon of alcohol, with the help of an N-heterocyclic carbene-based ruthenium catalyst, without a single byproduct. A utility of the reaction was demonstrated by synthesizing 13C or 15N isotope-labeled amides without involvement of any separate reduction and oxidation step.
