title: An intermolecular C-H functionalization method for the synthesis of 3-hydroxy-2-oxindoles.
abstract: An intermolecular C-H functionalization method is developed for the synthesis of 3-hydroxy-2-oxindoles. Rh(III)-catalyzed N-nitroso-directed C-H addition to ethyl 2-oxoacetate allows subsequent denitrosation-triggered cyclization construction of 3-hydroxy-2-oxindoles. The method features a broad substrate scope and its synthetic utility is demonstrated on the synthesis of target compounds bearing functional groups (hydroxyl, bromo) amenable to further elaboration.
authors.affiliation: Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, Nanjing University, Nanjing 210093, China. jinz@nju.edu.cn.
authors.forename: Jinsen
authors.initials: J
authors.lastname: Chen
authors.forename: Chao
authors.initials: C
authors.lastname: Song
authors.forename: Pei
authors.initials: P
authors.lastname: Chen
authors.forename: Jin
authors.initials: J
authors.lastname: Zhu
mesh_terms: D000085:Acetates / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D000078183:Oxindoles; D012238:Rhodium / Q000737:chemistry
chemical_list: D000085:Acetates; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D012238:Rhodium