91850-97-4Relevant academic research and scientific papers
A new entry to azomethine ylides from allylic amines and glyoxals: Shifting the reliance on amino ester precursors
Machamer, Natalie K.,Liu, Xiaoxi,Waters, Stephen P.
supporting information, p. 4996 - 4999 (2014/12/11)
The first examples of azomethine ylides derived from allylic amine and glyoxal precursors are reported. The condensation of primary allylic and α-aryl amines with glyoxylates or α-aryl glyoxals affords conjugated azomethine ylides that undergo facile [3 +
Synthesis of benzodiazepine β-turn mimetics by an Ugi 4CC/Staudinger/aza-wittig sequence. Solving the conformational behavior of the Ugi 4CC adducts
Sanudo, Maria,Garcia-Valverde, Maria,Marcaccini, Stefano,Delgado, Jacinto J.,Rojo, Josefa,Torroba, Tomas
supporting information; experimental part, p. 2189 - 2192 (2009/08/07)
5-Oxobenzo[e][l,4]diazepine-3-carboxamides were synthesized by sequential Ugi reaction-Staudinger/aza-Wittig cyclization. The pseudopeptidic backbone of the new benzodiazepine derivatives superimposed well with type I, I, II, and II β-turn motifs. The intermediate Ugi adducts were characterized as two conformers of the enol form by the correlation between 1H NMR spectra and X-ray diffraction structures of model compounds.
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.
