Tussing Sebastian, Ohland Miriam, Wicker Garrit, Flörke Ulrich, Paradies Jan
Institute of Organic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany.
Institute of Inorganic Chemistry, University of Paderborn, Warburger Straße 100, D-33098 Paderborn, Germany.
Dalton Trans. 2017 Jan 31;46(5):1539-1545. doi: 10.1039/c6dt04725d.
The reaction of 2-alkynyl anilines with catalytic amounts of B(CF) (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.