title: Sterically Congested 2,6-Disubstituted Anilines from Direct C-N Bond Formation at an Iodine(III) Center.
abstract: 2,6-Disubstituted anilines are readily prepared from the direct reaction between amides and diaryliodonium salts. As demonstrated for 24 different examples, the reaction is of unusually broad scope with respect to the sterically congested arene and the nitrogen source, occurs without the requirement for any additional promoter, and proceeds through a direct reductive elimination at the iodine(III) center. The efficiency of the coupling procedure is further demonstrated within the short synthesis of a chemerin binding inhibitor.
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain.
authors.forename: Nicola
authors.initials: N
authors.lastname: Lucchetti
authors.affiliation: F. Hoffmann-La Roche Ltd, Process Research & Development, Grenzacherstrasse 124, 4070, Basel, Switzerland.
authors.forename: Michelangelo
authors.initials: M
authors.lastname: Scalone
authors.affiliation: F. Hoffmann-La Roche Ltd, Process Research & Development, Grenzacherstrasse 124, 4070, Basel, Switzerland.
authors.forename: Serena
authors.initials: S
authors.lastname: Fantasia
authors.affiliation: Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007, Tarragona, Spain. kmuniz@iciq.es.|ICREA, Pg. Lluís Companys 23, 08010, Barcelona, Spain. kmuniz@iciq.es.
authors.forename: Kilian
authors.identifier: 0000-0002-8109-1762
authors.initials: K
authors.lastname: Muñiz
keywords: amination; anilines; arylation; hypervalent iodine; phthalimide