title: Thionium-based one-pot construction of homo-/heterodimeric pyrroloindoline from tryptamine.
abstract: We report a one-pot procedure for forming a dimeric pyrroloindoline framework with a thionium reagent. The cyclization of tryptamine with DMSO and Tf(2)O, followed by substitution with indole derivatives, produced racemic 3a-indolylpyrroloindolines. The method enables rapid access to heterodimeric pyrroloindolines as well as to homodimeric pyrroloindolines.
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: Takako
authors.initials: T
authors.lastname: Ishizaki
authors.forename: Tomomi
authors.initials: T
authors.lastname: Kawasaki
mesh_terms: D002384:Catalysis; D003500:Cyclization; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D014363:Tryptamines / Q000737:chemistry*
chemical_list: D007211:Indoles; D011758:Pyrroles; D000644:Quaternary Ammonium Compounds; D014363:Tryptamines; C030820:tryptamine; C057812:indoline; C059915:thionium; D004121:Dimethyl Sulfoxide