title: Iron-catalyzed asymmetric haloamination reactions.
abstract: The first iron(III)/N,N'-dioxide-catalyzed asymmetric haloamination of 3-alkylidene- and 3-arylidene-indolin-2-ones was developed, affording the corresponding chiral oxindole derivatives bearing vicinal haloamine substituents with excellent results (up to 99% yield, 99% ee, >19 : 1 dr). This iron catalyst also exhibits perfect enantioselectivity for chalcone derivatives. The cooperative activation of the substrate and the reagent in concert guarantees the high stereoselectivity.
authors.affiliation: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China.
authors.forename: Yunfei
authors.initials: Y
authors.lastname: Cai
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Liu
authors.forename: Pengfei
authors.initials: P
authors.lastname: Zhou
authors.forename: Yulong
authors.initials: Y
authors.lastname: Kuang
authors.forename: Lili
authors.initials: L
authors.lastname: Lin
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Feng
mesh_terms: D000586:Amination; D002384:Catalysis; D006219:Halogens / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D007501:Iron / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D006219:Halogens; D007211:Indoles; C456900:indolin-2-one; D007501:Iron