Efficient synthesis of alpha-ketoamides via 2-acyl-5-aminooxazoles by reacting acyl chlorides and alpha-isocyanoacetamides.
Acyl chlorides and alpha-isocyanoacetamides undergo an efficient reaction in dichloromethane in the presence of triethylamine to give 2-acyl-5-aminooxazoles. Subsequent acid hydrolysis of the 5-aminooxazole moiety leads to alpha-ketoamides in good overall yields.
Mossetti
Riccardo
R
Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche, Università degli Studi del Piemonte Orientale A. Avogadro, Via Bovio 6, 28100 Novara, Italy.
Pirali
Tracey
T
Tron
Gian Cesare
GC
Zhu
Jieping
J
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D013237:Stereoisomerism
D000577:Amides; D006843:Hydrocarbons, Chlorinated; D007659:Ketones; D009570:Nitriles