title: Asymmetric indoline synthesis via intramolecular aza-Michael addition mediated by bifunctional organocatalysts.
abstract: A novel method for the asymmetric synthesis of 2-substituted indolines, employing bifunctional amino(thio)urea catalysts, was developed. The reaction proceeded via an intramolecular aza-Michael addition mediated by activation through hydrogen bonding. The catalytic process was shown to be highly versatile and applicable to a wide range of substrates due to the flexible catalytic mechanism utilizing a noncovalent interaction.
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigaku-Katsura, Nishikyo, Kyoto 615-8510, Japan.
authors.forename: Ryota
authors.initials: R
authors.lastname: Miyaji
authors.forename: Keisuke
authors.initials: K
authors.lastname: Asano
authors.forename: Seijiro
authors.initials: S
authors.lastname: Matsubara
mesh_terms: D002384:Catalysis; D006860:Hydrogen Bonding; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
chemical_list: D007211:Indoles; C057812:indoline; D013890:Thiourea