1759-00-8Relevant academic research and scientific papers
Potassium Phosphate-Catalyzed Chemoselective Reduction of α-Keto Amides: Route to Synthesize Passerini Adducts and 3-Phenyloxindoles
Muthukumar, Alagesan,Mamillapalli, N. Chary,Sekar, Govindasamy
, p. 643 - 652 (2016/02/27)
A chemoselective reduction of α-keto amides to biologically important α-hydroxy amides (mandelamides) by polymethylhydrosiloxane (PMHS) using 5 mol% potassium phosphate (K3PO4) as catalyst has been developed. This transition metal-free protocol discloses excellent chemoselectivity for the ketone reduction of α-keto amides in the presence of other reducible functionalities like ketone, nitro, halides, nitrile and amide. Also, the chemoselectively reduced α-hydroxy amide has been derivatized to isocyanide-free Passerini adducts. The N-alkyl-α-hydroxy amides have been successfully converted to 3-phenyloxindole derivatives by treatment with methanesulfonyl cholride and triethylamine.
Synthesis of α-Hydroxycarboxamides from Acetonides of α-Hydroxycarboxylic Acids and Primary Amines
Khalaj, A.,Nahid, E.
, p. 1153 - 1155 (2007/10/02)
The reaction of acetonides of α-hydroxycarboxylic acids with primary amines on heating provides a useful synthetic route to N-substituted α-hydroxycarboxamides.In general, formation of the α-hydroxycarboxamides is favored by the presence of only small sub
