title: An Efficient Method for the Synthesis of 2',3'-Nonsubstituted Cycloalkane-1,3-dione-2-spirocyclopropanes Using (2-Bromoethyl)diphenylsulfonium Trifluoromethanesulfonate.
abstract: An efficient and practical synthesis of 2',3'-nonsubstituted cyclohexane-1,3-dione-2-spirocyclopropanes using a sulfonium salt was achieved. The reaction of 1,3-cyclohexanediones and (2-bromoethyl)diphenylsulfonium trifluoromethanesulfonate with powdered K2CO3in EtOAc at room temperature (r.t.) provided the corresponding spirocyclopropanes in high yields. The synthetic method was also applied to 1,3-cyclopentanedione, 1,3-cycloheptanedione, 1,3-indanedione, acyclic 1,3-diones, ethyl acetoacetate, and Meldrum's acid.
authors.affiliation: Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama.
authors.forename: Hisanori
authors.initials: H
authors.lastname: Nambu
authors.forename: Naoki
authors.initials: N
authors.lastname: Ono
authors.forename: Wataru
authors.initials: W
authors.lastname: Hirota
authors.forename: Masahiro
authors.initials: M
authors.lastname: Fukumoto
authors.forename: Takayuki
authors.initials: T
authors.lastname: Yakura
mesh_terms: D015394:Molecular Structure; D009861:Onium Compounds / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013452:Sulfonium Compounds / Q000737:chemistry*
chemical_list: D009861:Onium Compounds; D013141:Spiro Compounds; D013452:Sulfonium Compounds