title: Nickel-catalyzed synthesis of 1,3,5-trisubstituted hydantoins from acrylates and isocyanates.
abstract: One molecule of acrylate reacts with two molecules of isocyanate in the presence of a nickel(0)/SIPr catalyst to give a 1,3,5-trisubstituted hydantoin. Two processes operate in sequence, the first, regioselective formation of N-substituted fumaramate from acrylate and isocyanate and, the second, ring closure of the fumaramate with incorporation of another molecule of isocyanate.
authors.affiliation: Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan.
authors.forename: Tomoya
authors.initials: T
authors.lastname: Miura
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Mikano
authors.forename: Masahiro
authors.initials: M
authors.lastname: Murakami
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006827:Hydantoins / Q000138:chemical synthesis* / Q000737:chemistry; D017953:Isocyanates / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
chemical_list: D000179:Acrylates; D006827:Hydantoins; D017953:Isocyanates; D009532:Nickel