title: Metal-free synthesis of 2-oxindoles via PhI(OAc)2-mediated oxidative C–C bond formation.
abstract: The series of 3-monofunctionalized 2-oxindoles 2 were conveniently synthesized from reactions between anilide 1 and phenyliodine(III) diacetate (PIDA) through hypervalent iodine mediated C(sp2)–C(sp2) bond formation followed by a subsequent deacylation reaction. This metal-free method, shown to provide direct access to an important oxindole intermediate, could be applied to the total synthesis of naturally occurring horsfiline.
authors.forename: Jinglei
authors.initials: J
authors.lastname: Lv
authors.forename: Daisy
authors.initials: D
authors.lastname: Zhang-Negrerie
authors.forename: Jun
authors.initials: J
authors.lastname: Deng
authors.forename: Yunfei
authors.initials: Y
authors.lastname: Du
authors.forename: Kang
authors.initials: K
authors.lastname: Zhao
mesh_terms: D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007462:Iodobenzenes / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D000078183:Oxindoles; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D007211:Indoles; D007462:Iodobenzenes; D008670:Metals; D000078183:Oxindoles; D013141:Spiro Compounds; C443722:horsfiline; C022960:2-oxindole