5417-36-7Relevant academic research and scientific papers
Towards the Development of Frustrated Lewis Pair (FLP) Catalyzed Hydrogenations of Tertiary and Secondary Carboxylic Amides
K?ring, Laura,Paradies, Jan,Sitte, Nikolai A.
, p. 1287 - 1300 (2022/01/20)
The development of the frustrated Lewis pair catalyzed hydrogenation of tertiary and secondary amides is reviewed. Detailed insight into our strategies in order to overcome challenges during the reaction development process is provided. Furthermore, the d
Selenoxide elimination triggers enamine hydrolysis to primary and secondary amines: A combined experimental and theoretical investigation
Bortoli, Marco,Gianoncelli, Alessandra,Ongaro, Alberto,Orian, Laura,Oselladore, Erika,Ribaudo, Giovanni,Zagotto, Giuseppe
, (2021/05/26)
We discuss a novel selenium-based reaction mechanism consisting in a selenoxide elimination-triggered enamine hydrolysis. This one-pot model reaction was studied for a set of substrates. Under oxidative conditions, we observed and characterized the formation of primary and secondary amines as elimination products of such compounds, paving the way for a novel strategy to selectively release bioactive molecules. The underlying mechanism was investigated using NMR, mass spectrometry and density functional theory (DFT).
Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni-OH] complex
Bera, Jitendra K.,Pandey, Pragati
supporting information, p. 9204 - 9207 (2021/09/20)
A terminal [Ni-OH] complex1, supported by triflamide-functionalized NHC ligands, catalyzes the hydrosilylative reduction of a range of primary amides into primary amines in good to excellent yields under base-free conditions with key functional group tolerance. Catalyst1is also effective for the reduction of a variety of tertiary and secondary amides. In contrast to literature reports, the reactivity of1towards amide reduction follows an inverse trend,i.e., 1° amide > 3° amide > 2° amide. The reaction does not follow a usual dehydration pathway.
Expanding Coefficient: A Parameter to Assess the Stability of Induced-Fit Complexes
Talotta, Carmen,Concilio, Gerardo,De Rosa, Margherita,Soriente, Annunziata,Gaeta, Carmine,Rescifina, Antonio,Ballester, Pablo,Neri, Placido
supporting information, p. 1804 - 1808 (2021/03/08)
Here we propose a new parameter, the Expanding Coefficient (EC), that can be correlated with the thermodynamic stability of supramolecular complexes governed by weak secondary interactions and obeying the induced-fit model. The EC values show a good linear relationship with the log Kapp of the respective pseudorotaxane complexes investigated. According to Cram's Principle of Preorganization, the EC can be considered an approximate mechanical measure of the host's reorganization energy cost upon adopting the final bound geometry.
1-(Triphenylphosphorylideneaminomethyl)benzotriazole (BETMIP) a Novel +CH2N= Synthetic Equivalent: Its Application to the Synthesis of Carbodiimides, Imines, Isothiocyanates, Aziridines, and Secondary Amines
Katritzky, Alan R.,Jiang, Jinglong,Urogdi, Laszlo
, p. 565 - 567 (2007/10/02)
One-carbon homologation has been achieved in novel syntheses of the title compounds by one-pot reaction of 1-(triphenylphosphorylideneaminomethyl)benzotriazole (1) with Grignard reagents followed by in situ transformations of the phosphorazene functionality with isocyanates, aldehydes, carbon disulfide, ethylene oxide, and alkyl halides, respectively.
