55282-25-2Relevant academic research and scientific papers
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.
Removal of Toluene-p-sulphonyl Groups from Sulphonamides. Part 4. Synthesis of Phenylglyoxal Imine Monomers
McKay, William R.,Proctor, George R.
, p. 2435 - 2442 (2007/10/02)
Syntheses and reactions of N-tosylphenacylamines with bases have been systematically examined.Monomeric C-methoxy-imines are available from some of these reactions.C-Methoxyphenacylarylamines, made by two routes, were converted into monomeric imines on treatment with noble-metal catalysts, The boron trifluoride-catalysed reactions of aryl aldehydes with sulphonamides provide a new and convenient route to N-sulphonylarylimines.
