title: Ir(III)-catalyzed C7-position-selective oxidative C-H alkenylation of indolines with alkenes in air.
abstract: An efficient method for C7-position-selective alkenylation of N-substituted indolines with alkenes is reported. Various 7-alkenylindolines were obtained in moderate to excellent yields in air in the presence of catalytic amounts of [Cp*IrCl2]2, AgOTf, and Cu(OAc)2. The protocol relies on the use of a carbonyl or carbamoyl group on the nitrogen atom of indoline as a directing group and is potentially applicable to the synthesis of 7-alkenylindoles and 7-alkylindoles.
authors.affiliation: Department of Chemistry and Biochemistry, Waseda University, Shinjuku, Tokyo 169-8555 (Japan), Fax: (+81) 3-5286-8098.
authors.forename: Shiguang
authors.initials: S
authors.lastname: Pan
authors.forename: Takayuki
authors.initials: T
authors.lastname: Wakaki
authors.forename: Naoto
authors.initials: N
authors.lastname: Ryu
authors.forename: Takanori
authors.initials: T
authors.lastname: Shibata
mesh_terms: D000388:Air; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D000475:Alkenes; D007211:Indoles; D007495:Iridium
keywords: C-H activation; alkenes; alkenylation; indoline; iridium