title: Ruthenium-catalyzed transfer oxygenative cyclization of α,ω-diynes: unprecedented [2 + 2 + 1] route to bicyclic furans via ruthenacyclopentatriene.
abstract: A novel oxygen-atom-transfer process enables the catalytic [2 + 2 + 1] synthesis of bicyclic furans from α,ω-diynes with DMSO. [CpRu(AN)(3)]PF(6) catalyzed the transfer oxygenative cyclization of diynes with aryl terminal groups, while those of diynes with alkyl terminal groups were effectively promoted by the corresponding Cp* complex. A mechanism for bicyclic furan formation via a ruthenacyclopentatriene was proposed on the basis of both experimental and theoretical studies.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8601, Japan.
authors.forename: Ken
authors.initials: K
authors.lastname: Yamashita
authors.forename: Yoshihiko
authors.initials: Y
authors.lastname: Yamamoto
authors.forename: Hisao
authors.initials: H
authors.lastname: Nishiyama
mesh_terms: D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D053280:Diynes / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry*
chemical_list: D001643:Bridged Bicyclo Compounds; D053280:Diynes; D005663:Furans; D012428:Ruthenium; D010100:Oxygen; D004121:Dimethyl Sulfoxide