title: Double C-H amination by consecutive SET oxidations.
abstract: A new method for intramolecular C-H oxidative amination is based on a FeCl3-mediated oxidative reaction of anilines with activated sp(3) C-H bonds. The amino group plays multiple roles in the reaction cascade: (1) as the activating group in single-electron-transfer (SET) oxidation process, (2) as a directing group in benzylic/allylic C-H activation at a remote position, and (3) internal nucleophile trapping reactive intermediates formed from the C-H activation steps. These multielectron oxidation reactions proceed with catalytic amounts of Fe(iii) and inexpensive reagents.
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, USA. alabugin@chem.fsu.edu.
authors.forename: Christopher J
authors.initials: CJ
authors.lastname: Evoniuk
authors.forename: Sean P
authors.initials: SP
authors.lastname: Hill
authors.forename: Kenneth
authors.initials: K
authors.lastname: Hanson
authors.forename: Igor V
authors.initials: IV
authors.lastname: Alabugin