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.
Department of Chemistry and Center for Catalysis, University of Florida, Gainesville, Florida 32611-7200, USA.
Seth M
SM
Dumbris
Delmy J
DJ
Díaz
Lisa
L
McElwee-White
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