6533b7cffe1ef96bd1258e08
RESEARCH PRODUCT
ChemInform Abstract: Synthesis of Functionalized Indoles with a Trifluoromethyl-Substituted Stereogenic Tertiary Carbon Atom Through an Enantioselective Friedel-Crafts Alkylation with β-Trifluoromethyl-α,β-enones.
Isabel FernándezGonzalo BlayM. Carmen MuñozCarlos VilaJosé R. Pedrosubject
Zirconiumchemistry.chemical_compoundCarbon atomTrifluoromethylchemistryEnantioselective synthesischemistry.chemical_elementGeneral MedicineAlkylationMedicinal chemistryFriedel–Crafts reactionPyrrole derivativesStereocenterdescription
Chiral complexes of BINOL-based ligands with zirconium tert-butoxide catalyze the Friedel-Crafts alkylation reaction of indoles with beta-trifluoromethyl-alpha,beta-unsaturated ketones to give functionalized indoles with an asymmetric tertiary carbon center attached to a trifluoromethyl group. The reaction can be applied to a large number of substituted alpha-trifluoromethyl enones and substituted indoles. The expected products were obtained with good yields and ees of up to 99%.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2010-11-26 | ChemInform |