91850-95-2Relevant academic research and scientific papers
Air-Assisted 2-Oxo-Driven Dehydrogenative α,α-Diamination of 2-Oxo Aldehydes to 2-Oxo Acetamidines
Kumar, Atul,Battini, Narsaiah,Kumar, Raju Ranjith,Athimoolam,Ahmed, Qazi Naveed
, p. 3344 - 3348 (2016)
An air-assisted, functional-group-driven, mild, additive-free, three-component synthetic approach to different 2-oxo acetamidines from 2-oxo aldehydes, secondary amines, and anilines was successfully developed. Mechanistically, the transformation proceeds through a highly unstable system (RCOCHN1N2) that rearranges at room temperature and undergoes air-assisted dehydrogenation to different 2-oxo acetamidines.
Asymmetric synthesis of β-amino alcohols by the transfer hydrogenation of α-keto imines
Tafelska-Kaczmarek, Agnieszka,Prewysz-Kwinto, Andrzej,Skowerski, Krzysztof,Pietrasiak, Katarzyna,Kozakiewicz, Anna,Zaidlewicz, Marek
scheme or table, p. 2244 - 2248 (2010/11/03)
The asymmetric transfer hydrogenation of representative aryl and benzofuranyl 2-tert-butylaminoethanones with formic acid-triethylamine, catalyzed by RhCl[(R,R)-TsDPEN](C5Me5), produced the corresponding β-tert-butylamino alcohols in 97-99% ee. A short asymmetric synthesis of (R)-bufuralol, a potent β-adrenergic receptor antagonist, is described. This approach to β-amino alcohols from ketones circumvents the halogenation-reduction-amination sequence.
The Reaction of Phenylglyoxal with Primary Aliphatic and Aromatic Amines. Synthesis of Phenylglyoxal Monoimines and some Derivatives.
Alcaide, Benito,Escobar, Gerardo,Perez-Ossorio, Rafael,Plumet, Joaquin,Sanz, Dionisia
, p. 1466 - 1488 (2007/10/02)
Condensation of phenylglyoxal with primary aliphatic amines yields the related keto-aldimines.When primary aromatic amines are used, aldimines, amino-hydroxy-ketones, diamino-ketones, and alkoxy-amino-ketones are obtained depending upon the nature of the amine and the experimental conditions.Alternatively the monoimines can be obtained by dehydration of C-hydroxyphenacylarylamines and by demethanolation of C-methoxyphenacylarylamines both on treatment with Pd/C catalyst.Reduction of phenylglyoxal monoimines with sodium borohydride yielded H-substituted 1-phenyl-2-aminoethanols and 1,3-dipolar cycloaddition of the imines with p-chlorobenzonitrile oxide afforded 4-substituted 5-benzoyl-3-(p-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazoles.
