title: Borane-catalyzed indole synthesis through intramolecular hydroamination.
abstract: The reaction of 2-alkynyl anilines with catalytic amounts of B(C6F5)3(5 mol%) resulted in the formation of 2-substituted indoles according to an intramolecular hydroamination in good to excellent yields. Reaction intermediates as well as products were characterized by NMR spectroscopy and by X-ray crystallography. The domino hydroamination/hydrogenation sequence allowed the efficient synthesis of tetrahydroquinoline 8 in good yield.
authors.affiliation: Institute of Organic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany. jan.paradies@uni-paderborn.de.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Tussing
authors.affiliation: Institute of Organic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany. jan.paradies@uni-paderborn.de.
authors.forename: Miriam
authors.initials: M
authors.lastname: Ohland
authors.affiliation: Institute of Organic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany. jan.paradies@uni-paderborn.de.
authors.forename: Garrit
authors.initials: G
authors.lastname: Wicker
authors.affiliation: Institute of Inorganic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany.
authors.forename: Ulrich
authors.initials: U
authors.lastname: Flörke
authors.affiliation: Institute of Organic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany. jan.paradies@uni-paderborn.de.
authors.forename: Jan
authors.identifier: http://orcid.org/0000-0002-3698-668X
authors.initials: J
authors.lastname: Paradies