title: Asymmetric Friedel-Crafts reactions of N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimines: general access to enantiomerically pure indoles containing a 1-amino-2,2,2-trifluoroethyl group.
abstract: We have demonstrated that 3,3,3-trifluoroacetaldimine (S)-1 easily reacts with indole derivatives under Friedel-Crafts reactions to provide reliable and generalized access to biologically interesting compounds containing the CF3CH(NH2)- pharmacophoric group. The reactions proceed with high rates and generally excellent yields (>90%) and stereochemical outcomes (99:1 dr).
authors: School of Chemistry and Chemical Engineering, Nanjing University , Nanjing 210093, China.
authors: Lingmin
authors: L
authors: Wu
authors: Chen
authors: C
authors: Xie
authors: Haibo
authors: H
authors: Mei
authors: Vadim A
authors: VA
authors: Soloshonok
authors: Jianlin
authors: J
authors: Han
authors: Yi
authors: Y
authors: Pan
mesh_terms: D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000737:chemistry*
chemical_list: C000592183:(S)-N-(tert-butanesulfinyl)-3,3,3-trifluoroacetaldimine; D006845:Hydrocarbons, Fluorinated; D007211:Indoles; D013452:Sulfonium Compounds