title: Indole Synthesis through Sequential Electrophilic N-H and C-H Bond Activation Using Iodine(III) Reactivity.
abstract: An intramolecular approach towards the regioselective construction of 2,3-diarylated indoles is reported. The reaction follows an intramolecular electrophilic N-H and C-H bond functionalization between the aniline and acetylene. This methodology employs the concept of a traceless tether to provide access to the free 2,3-diarylated indole products comprising a total of 18 examples. Hypervalent iodine reagents were identified as suitable promoters and four different protocols are provided, including stoichiometric and catalytic transformations.
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: Laura
authors.initials: L
authors.lastname: Fra
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.|Catalan Institution for Research and Advanced Studies (ICREA), Pg. Lluís Companys 23, 08010, Barcelona, Spain. kmuniz@iciq.es.
authors.forename: Kilian
authors.identifier: http://orcid.org/0000-0002-8109-1762
authors.initials: K
authors.lastname: Muñiz
keywords: hypervalent compounds; indoles; iodine; oxidation; tether