title: Simple and sustainable iron-catalyzed aerobic C-H functionalization of N,N-dialkylanilines.
abstract: Iron(III) chloride catalyzes the aerobic oxidation of tertiary anilines, including tetrahydroisoquinolines, to form reactive iminium ion intermediates that undergo Mannich reactions with silyloxyfurans, nitroalkanes, and other nucleophiles to give the corresponding butenolides, nitro compounds, and α-substituted tetrahydroisoquinolines, respectively, in good to excellent yields.
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20740, United States.
authors.forename: Maxim O
authors.initials: MO
authors.lastname: Ratnikov
authors.forename: Xinfang
authors.initials: X
authors.lastname: Xu
authors.forename: Michael P
authors.initials: MP
authors.lastname: Doyle
mesh_terms: D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D005290:Ferric Compounds / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000814:Aniline Compounds; D002712:Chlorides; D005290:Ferric Compounds; C024555:ferric chloride