title: Brønsted acid-catalysed intramolecular hydroamination of unactivated alkenes: metal triflates as an in situ source of triflic acid.
abstract: Hydroamination of alkenes or alkynes is one of the most straightforward methods to form C-N bonds and nitrogen-containing heterocycles. A simple Lewis acid Al(OTf)3was found to be an effective precatalyst for the hydroamination of unactivated primary and secondary alkenylamines between 110 and 150 °C. Subsequent studies show that other metal triflates are also effective precatalysts for the hydroamination reactions. For metal triflate salts, mechanistic studies, including kinetics, are consistent with the in situ generation of triflic acid, which likely serves as the active catalyst.
authors.affiliation: Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, USA. tbg7h@virginia.edu.
authors.forename: Junqi
authors.initials: J
authors.lastname: Chen
authors.affiliation: Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, USA. tbg7h@virginia.edu.
authors.forename: Sarah K
authors.initials: SK
authors.lastname: Goforth
authors.affiliation: Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, USA. tbg7h@virginia.edu.
authors.forename: Bradley A
authors.initials: BA
authors.lastname: McKeown
authors.affiliation: Department of Chemistry, University of Virginia, Charlottesville, Virginia 22904, USA. tbg7h@virginia.edu.
authors.forename: T Brent
authors.identifier: http://orcid.org/0000-0001-5714-3887
authors.initials: TB
authors.lastname: Gunnoe