Preparation of hydantoins by catalytic oxidative carbonylation of alpha-amino amides.
Hydantoins can be synthesized from the corresponding amino amides employing oxidative catalytic carbonylation using W(CO)(6) as the catalyst, I(2) as the oxidant, CO as the carbonyl source, and DBU as base. Secondary amides afford the hydantoins in good to excellent yields, which decrease as the steric bulk of the N-alkyl substituent increases.
Dumbris
Seth M
SM
Department of Chemistry and Center for Catalysis, University of Florida, Gainesville, Florida 32611-7200, USA.
Díaz
Delmy J
DJ
McElwee-White
Lisa
L
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D014414:Tungsten / Q000737:chemistry*
D000577:Amides; D000596:Amino Acids; C434643:hexacarbonyltungsten; D014414:Tungsten