title: Sulfoxide-TFAA and nucleophile combination as new reagent for aliphatic C-H functionalization at indole 2α-position.
abstract: Aliphatic C-H functionalization at indole 2α-position mediated by acyloxythionium species 1 generated from sulfoxide and acid anhydride has been developed. The combination of sulfoxide and TFAA with O-, N- and C-nucleophiles enabled introduction of various substituents in a one-pot procedure. Especially on utilizing DMSO, the combination provided a practical and efficient method for the synthesis of a wide range of 2α-substituted indoles.
authors.affiliation: Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan.
authors.forename: Masanori
authors.initials: M
authors.lastname: Tayu
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Higuchi
authors.forename: Masato
authors.initials: M
authors.lastname: Inaba
authors.forename: Tomomi
authors.initials: T
authors.lastname: Kawasaki
mesh_terms: D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D010422:Pentanones / Q000737:chemistry*; D012451:Safrole / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D007211:Indoles; D010422:Pentanones; C030374:indole; C517498:1,1,1-trifluoro-2,4-pentanedione; D012451:Safrole; C005746:sulfoxide